Lithospermum erythrorhizon

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Synonyms

Common Names

Subtypes (subspecies, varieties, subvarieties, forms)

Germination/Propagation

Distribution

Links to other databases

Genome

Scientific Literature

Phytochemical Profile

Biological Material

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Details Top

Internal ID	UUID643ff4544e244768253312
Scientific name	Lithospermum erythrorhizon
Authority	Siebold & Zucc.
First published in	Abh. Math.-Phys. Cl. Königl. Bayer. Akad. Wiss. 4(3): 149 (1846)

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Synonyms Top

Scientific name	Authority	First published in
Lithospermum murasakii	Siebold	Verh. Batav. Genootsch. Kunsten 12: 32 (1830)
Lithospermum officinale subsp. erythrorhizon	(Siebold & Zucc.) Hand.-Mazz.	Symb. Sin. 7: 817 1936
Lithospermum officinale var. erythrorhizon	(Siebold & Zucc.) Maxim.	Bull. Acad. Imp. Sci. Saint-Petersbourg 17: 411 1872
Lithospermum murasaki	Siebold	Verh. Batav. Genootsch. Kunsten 12: 32 (1830)

Common names Top

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Language	Common/alternative name
English	purple gromwell
English	red gromwell
English	red-root gromwell
English	redroot lithospermum
Estonian	puna-rusujuur
Persian	گرومول بنفش
Japanese	ムラサキ
Korean	지치
lzh	紫草
Chinese	紫草

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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Germination/Propagation Top

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Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Asia-temperate click to expand
- China
  - China North-central
  - China South-central
  - China Southeast
  - Manchuria
- Eastern Asia
  - Japan
  - Korea
- Russian Far East
  - Amur
  - Primorye
- Siberia
  - Chita
  - Yakutskiya

Links to other databases Top

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Database	ID/link to page
World Flora Online	wfo-0000361959
UNII	Y4JMM1JAWJ
USDA Plants	LIER
Tropicos	4000134
KEW	urn:lsid:ipni.org:names:118039-1
The Plant List	kew-2343549
Open Tree Of Life	791528
Observations.org	124612
NCBI Taxonomy	34254
IPNI	118039-1
iNaturalist	715299
GBIF	2926087
Freebase	/m/010fjj72
EPPO	LITER
EOL	483841
Elurikkus	335491
USDA GRIN	22413
Wikipedia	Lithospermum_erythrorhizon
CMAUP	NPO11776

Genomes (via NCBI) Top

Below is displayed the reference genome only!
If you wish to browse all genomes for this plant click here.

Accession	Assembly
Accession	Name	Level	Submitter	Released	Coverage	Size
GCA_019722365.1	PUR_Leryth_1.0	Contig	Purdue University	2021-08-18	100.0x	349.70 Mb

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.

Title

Authors

Publication

Released

IDs

SmEIL1 transcription factor inhibits tanshinone accumulation in response to ethylene signaling in Salvia miltiorrhiza

Li X, Xu M, Zhou K, Hao S, Li L, Wang L, Zhou W, Kai G

Front Plant Sci

02-Apr-2024

PMCID:	PMC11018959
doi:	10.3389/fpls.2024.1356922
PMID:	38628367

Phytocompounds targeting epigenetic modulations: an assessment in cancer

Khan A, Khan A, Khan MA, Malik Z, Massey S, Parveen R, Mustafa S, Shamsi A, Husain SA

Front Pharmacol

26-Mar-2024

PMCID:	PMC11002180
doi:	10.3389/fphar.2023.1273993
PMID:	38596245

Traditional Tibetan medicine: therapeutic potential in lung diseases

Li C, Li Y, Huang X, Li S, Sangji K, Gu R

Front Pharmacol

18-Mar-2024

PMCID:	PMC10986185
doi:	10.3389/fphar.2024.1365911
PMID:	38567353

An in vitro study to elucidate the effects of product Nkabinde on immune response in peripheral blood mononuclear cells of healthy donors

Setlhare B, Letsoalo M, Nkabinde SA, Nkabinde M, Mzobe G, Mtshali A, Parveen S, Ngcobo S, Invernizzi L, Maharaj V, Ngcobo M, Gqaleni N

Front Pharmacol

12-Mar-2024

PMCID:	PMC10963514
doi:	10.3389/fphar.2024.1308913
PMID:	38533263

LncRNA-mediated ceRNA network reveals the mechanism of action of Saorilao-4 decoction against pulmonary fibrosis

Fu X, Song X, Niu S, Shi S, Chang H, Qi J, Wang P, Bai W

Front Genet

12-Mar-2024

PMCID:	PMC10963618
doi:	10.3389/fgene.2024.1339064
PMID:	38533208

Beyond Mortality: Exploring the Influence of Plant Phenolics on Modulating Ferroptosis—A Systematic Review

Živanović N, Lesjak M, Simin N, Srai SK

Antioxidants (Basel)

10-Mar-2024

PMCID:	PMC10968245
doi:	10.3390/antiox13030334
PMID:	38539867

Naphthoquinone derivatives as potential immunomodulators: prospective for COVID-19 treatment

Moraes VT, Caires FJ, da Silva-Neto PV, Mendonça JN, Fraga-Silva TF, Fontanezi BB, Marcato PD, Deperon Bonato VL, Sorgi CA, Beraldo Moraes LA, Clososki GC

RSC Adv

21-Feb-2024

PMCID:	PMC10880745
doi:	10.1039/d3ra08173g
PMID:	38390504

Inhibition of Biofilm Formation in Cutibacterium acnes, Staphylococcus aureus, and Candida albicans by the Phytopigment Shikonin

Kim YG, Lee JH, Kim SH, Park SY, Kim YJ, Ryu CM, Seo HW, Lee JT

Int J Mol Sci

19-Feb-2024

PMCID:	PMC10888572
doi:	10.3390/ijms25042426
PMID:	38397101

Identifying the Main Components and Mechanisms of Action of Artemisia annua L. in the Treatment of Endometrial Cancer Using Network Pharmacology

Guo W, Wang W, Lei F, Zheng R, Zhao X, Gu Y, Yang M, Tong Y, Wang Y

ACS Omega

08-Feb-2024

PMCID:	PMC10882657
doi:	10.1021/acsomega.3c08320
PMID:	38405483

The Resistance of Soybean Variety Heinong 84 to Apple Latent Spherical Virus Is Controlled by Two Genetic Loci

Ma T, Zhang Y, Li Y, Zhao Y, Attiogbe KB, Fan X, Fan W, Sun J, Luo Y, Yu X, Ji W, Cheng X, Wu X

Int J Mol Sci

07-Feb-2024

PMCID:	PMC10889123
doi:	10.3390/ijms25042034
PMID:	38396711

Assessing cell viability with dynamic optical coherence microscopy

Liu CJ, Smith JT, Wang Y, Ouellette JN, Rogers JD, Oliner JD, Szulczewski M, Wait E, Brown W, Wax A, Eliceiri KW, Rafter J

Biomed Opt Express

05-Feb-2024

PMCID:	PMC10942685
doi:	10.1364/BOE.509835
PMID:	38495713

Bioreactor Systems for Plant Cell Cultivation at the Institute of Plant Physiology of the Russian Academy of Sciences: 50 Years of Technology Evolution from Laboratory to Industrial Implications

Titova M, Popova E, Nosov A

Plants (Basel)

01-Feb-2024

PMCID:	PMC10857215
doi:	10.3390/plants13030430
PMID:	38337964

Editorial: Global excellence in ethnopharmacology: europe

Assimopoulou AN, Trifan A

Front Pharmacol

30-Jan-2024

PMCID:	PMC10861649
doi:	10.3389/fphar.2024.1368610
PMID:	38352147

Effect of Shenlingyigan decoction on inflammatory factors related to liver injury regulated by TLR3 signaling pathway

Liu X, Li J, Yang Z, Shi Y, Ji H, Li X

Heliyon

23-Jan-2024

PMCID:	PMC10844112
doi:	10.1016/j.heliyon.2024.e24611
PMID:	38322849

Potential of CDC25 phosphatases in cancer research and treatment: key to precision medicine

Dakilah I, Harb A, Abu-Gharbieh E, El-Huneidi W, Taneera J, Hamoudi R, Semreen MH, Bustanji Y

Front Pharmacol

19-Jan-2024

PMCID:	PMC10834672
doi:	10.3389/fphar.2024.1324001
PMID:	38313315

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
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Name	PubChem ID	Canonical SMILES	MW	Found in	Proof
> Alkaloids and derivatives
[(7R,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate	162964106	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O	381.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
[(7R,8R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2,3-dihydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate	124708194	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O	397.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
[(7R)-7-[(E)-2-methylbut-2-enoyl]oxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate	5319976	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O	381.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
[(7R)-7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (E)-2-methylbut-2-enoate	5318830	Click to see CC=C(C)C(=O)OCC1=CCN2C1C(CC2)O	237.29	unknown	via CMAUP database
[7-(2-methylbut-2-enoyloxy)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2-hydroxy-2-(1-hydroxyethyl)-3-methylbutanoate	4581422	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O	381.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
[7-(2-methylbut-2-enoyloxy)-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate	10627	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O	397.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
Echinatine	22384	Click to see CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O	299.36	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
Hydroxymyoscorpine	12308839	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)O)(C(C)(C)O)O	397.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
Intermedine, (+)-	114843	Click to see CC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)O)O	299.36	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
Myoscorpine	6440700	Click to see CC=C(C)C(=O)OC1CCN2C1C(=CC2)COC(=O)C(C(C)C)(C(C)O)O	381.50	unknown	https://doi.org/10.1016/0031-9422(90)85153-7
> Benzenoids / Anthracenes / Anthraquinones
(1R,9S,16S)-9-methyl-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),4,10,12-tetraene-3,6-dione	163101082	Click to see CC12CC3=C(C4C1C(=CC=C2)CO4)C(=O)C=CC3=O	254.28	unknown	https://doi.org/10.1016/S0031-9422(99)00024-2
Rhizonone	10800930	Click to see CC12CC3=C(C4C1C(=CC=C2)CO4)C(=O)C=CC3=O	254.28	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives
(R)-1-phenylethanol	637516	Click to see CC(C1=CC=CC=C1)O	122.16	unknown	via CMAUP database
(S)-1-Phenylethanol	443135	Click to see CC(C1=CC=CC=C1)O	122.16	unknown	via CMAUP database
Phenylethyl Alcohol	6054	Click to see C1=CC=C(C=C1)CCO	122.16	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
14,16-Dihydroxy-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one	5316596	Click to see C1CCCCOC(=O)C2=C(CCC1)C=C(C=C2O)O	264.32	unknown	via CMAUP database
4-Hydroxybenzoic acid	135	Click to see C1=CC(=CC=C1C(=O)O)O	138.12	unknown	https://doi.org/10.1271/BBB.61.1674 https://doi.org/10.1016/S0378-4347(99)00473-9 https://doi.org/10.1016/S0031-9422(00)98058-0 https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/0031-9422(95)00633-8 https://doi.org/10.1016/0031-9422(91)83620-Z https://doi.org/10.1016/0014-5793(88)80192-3
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Salicylic acid and derivatives / Salicylic acids
Salicylic Acid	338	Click to see C1=CC=C(C(=C1)C(=O)O)O	138.12	unknown	https://doi.org/10.1271/BBB.61.1674
> Benzenoids / Benzene and substituted derivatives / Methoxybenzenes / Dimethoxybenzenes
3,5-Dimethoxytoluene	77844	Click to see CC1=CC(=CC(=C1)OC)OC	152.19	unknown	via CMAUP database
Methyleugenol	7127	Click to see COC1=C(C=C(C=C1)CC=C)OC	178.23	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylacetaldehydes
Phenylacetaldehyde	998	Click to see C1=CC=C(C=C1)CC=O	120.15	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylpropanes
(2R)-3-oxo-2-phenylbutanenitrile	700649	Click to see CC(=O)C(C#N)C1=CC=CC=C1	159.18	unknown	via CMAUP database
> Benzenoids / Naphthalenes / Naphthols and derivatives
Shikometabolin A	10460360	Click to see CC(=CCC1=C2C(=C(C3=C(C(=CC(=O)C3=C2O)C(CC=C(C)C)O)O)O)C4=C(C5=C(C(=O)C=CC5=O)C(=C14)O)O)C	556.60	unknown	via CMAUP database
> Benzenoids / Naphthalenes / Naphthoquinones
,-Dimethylacrylalkannin	91668469	Click to see CC(=CC(C)(C)C(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C=C)C	370.40	unknown	via CMAUP database
(2-Methylbutyryl)shikonin	10429346	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/S0367-326X(00)00343-9
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate	479497	Click to see CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate	479501	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C	330.30	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1016/S0367-326X(00)00343-9 https://doi.org/10.1021/JF9902853
(R)-alpha-methylbutyryl alkannin	21603524	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1016/S0367-326X(00)00343-9
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (2R)-2-methylbutanoate	22297775	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1248/CPB.59.117
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (2S)-2-methylbutanoate	92297005	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	via CMAUP database
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (E)-2-methylbut-2-enoate	50993116	Click to see CC=C(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	370.40	unknown	https://doi.org/10.1248/CPB.59.117
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] benzoate	10475609	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C3=CC=CC=C3)C	392.40	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] pentanoate	10451907	Click to see CCCCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] propanoate	102421556	Click to see CCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	344.40	unknown	https://doi.org/10.1016/S0367-326X(00)00343-9
[(E)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-hydroxy-4-methylpent-2-enyl] 2-methylbutanoate	5319056	Click to see CCC(C)C(=O)OC(C=CC(C)(C)O)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	388.40	unknown	via CMAUP database
[(E)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-hydroxy-4-methylpent-2-enyl] 3-methylbutanoate	5319057	Click to see CC(C)CC(=O)OC(C=CC(C)(C)O)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	388.40	unknown	via CMAUP database
[1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylbut-2-enoate	75597181	Click to see CC=C(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	370.40	unknown	https://doi.org/10.1248/CPB.59.117
[1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3,4-dimethylpent-3-enoate	5321814	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(=C(C)C)C)C	398.40	unknown	via CMAUP database
2-[(6Z)-2,9-dimethyldeca-2,6,8-trien-5-yl]-5,8-dihydroxynaphthalene-1,4-dione	5318957	Click to see CC(=CCC(C=CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C	352.40	unknown	via CMAUP database
2-Methyl-n-butyrylshikonin	101409383	Click to see CCC(C)C(=O)OC(C)(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	386.40	unknown	via CMAUP database
4-Pentenoic acid (R)-1-[(1,4-dioxo-5,8-dihydroxy-1,4-dihydronaphthalen)-2-yl]-4-methyl-3-pentenyl ester	9999214	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CCC=C)C	370.40	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
5,6,8-trihydroxy-7-(5-methylhex-4-en-2-yl)naphthalene-1,4-dione	5321285	Click to see CC(CC=C(C)C)C1=C(C2=C(C(=O)C=CC2=O)C(=C1O)O)O	302.32	unknown	via CMAUP database
Acetyl shikonin	131674214	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C	337.40	unknown	https://doi.org/10.1016/S0378-4347(99)00473-9 https://doi.org/10.1248/YAKUSHI1947.110.4_268 https://doi.org/10.1007/BF02975376 https://doi.org/10.1007/BF02977668 https://doi.org/10.1016/S0367-326X(00)00343-9 https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1016/0031-9422(95)00633-8 https://doi.org/10.1248/YAKUSHI1947.107.7_506
Acetylalkannin	9967285	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C	330.30	unknown	via CMAUP database
Acetylshikonin	32464	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C	330.30	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1016/S0367-326X(00)00343-9 https://doi.org/10.1021/JF9902853
Alkannan	5317321	Click to see CC(C)CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	274.31	unknown	via CMAUP database
Alkannin	72521	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C	288.29	unknown	https://doi.org/10.1007/BF02975376
Alkannin beta,beta-dimethylacrylate	442720	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C=C(C)C)C	370.40	unknown	via CMAUP database
Alkannin-beta-hydroxyisovalerate	100203	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C	388.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0367-326X(00)00343-9
alpha-Methyl-n-butylshikonin	139246677	Click to see CCCCC1(C(C(=O)C2=C(C=CC(=C2C1=O)O)O)C)C(CC=C(C)C)O	360.40	unknown	https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1248/YAKUSHI1947.110.4_268 https://doi.org/10.1016/S0378-4347(99)00473-9
beta-Acetoxyisovalerylshikonin	69295815	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)OC(=O)C)C	430.40	unknown	via CMAUP database
beta-Hydroxyisovalerylshikonin	479502	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C	388.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0367-326X(00)00343-9
beta,beta-Dimethylacrylshikonin	479499	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C=C(C)C)C	370.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/S0367-326X(00)00343-9
Butylshikonin	10089766	Click to see CCCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	358.40	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
C.I. Natural Red 20	5208	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C	288.29	unknown	https://doi.org/10.1016/0031-9422(91)80017-U https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/0031-9422(86)88011-6 https://doi.org/10.1016/S0031-9422(00)82262-1 https://doi.org/10.1016/0031-9422(93)85155-K https://doi.org/10.1007/BF00133014 https://doi.org/10.1016/J.CANLET.2009.04.008 https://doi.org/10.5511/PLANTBIOTECHNOLOGY1984.13.117 https://doi.org/10.1016/S0040-4039(98)00387-6 https://doi.org/10.1002/BIT.260420702 https://doi.org/10.1016/0014-5793(88)80192-3 https://doi.org/10.1271/BBB1961.49.1755 https://doi.org/10.1016/0031-9422(83)80138-1 https://doi.org/10.1007/BF02977668 https://doi.org/10.1016/0031-9422(92)83618-9 https://doi.org/10.1080/00021369.1985.10867021 https://doi.org/10.1016/0031-9422(95)00633-8 https://doi.org/10.1248/YAKUSHI1947.110.4_268 https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1007/BF02975376 https://doi.org/10.1271/BBB.61.1674 https://doi.org/10.1248/CPB.50.1086 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0031-9422(00)97877-4 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1016/0031-9422(94)00684-L https://doi.org/10.1055/S-2007-969725 https://doi.org/10.1016/0003-9861(91)90162-C https://doi.org/10.1248/YAKUSHI1947.107.7_506
Deoxyshikonin	98914	Click to see CC(=CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C	272.29	unknown	https://doi.org/10.1248/YAKUSHI1947.110.4_268 https://doi.org/10.1021/NP50055A025 https://doi.org/10.1248/CPB.33.3993 https://doi.org/10.1016/S0367-326X(00)00343-9 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1248/YAKUSHI1947.107.7_506
Dmask	32465	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C=C(C)C)C	370.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/S0367-326X(00)00343-9
Isobutylshikonin	269324	Click to see CC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	358.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0367-326X(00)00343-9
Isobutyryl Alkannin	5318520	Click to see CC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	358.40	unknown	https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0367-326X(00)00343-9
Isobutyrylshikonin	479500	Click to see CC(C)C(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	358.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024
Isovalerylalkannin	5318685	Click to see CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1016/S0367-326X(00)00343-9
Isovalerylshikonin	335426	Click to see CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	372.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/S0367-326X(00)00343-9
Propionylshikonin	153984	Click to see CCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	344.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1007/BF02979068 https://doi.org/10.1016/S0367-326X(00)00343-9
Shikonin	479503	Click to see CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)O)C	288.29	unknown	https://doi.org/10.1016/0031-9422(91)80017-U https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/0031-9422(86)88011-6 https://doi.org/10.1016/S0031-9422(00)82262-1 https://doi.org/10.1016/0031-9422(93)85155-K https://doi.org/10.1007/BF00133014 https://doi.org/10.5511/PLANTBIOTECHNOLOGY1984.13.117 https://doi.org/10.1016/S0040-4039(98)00387-6 https://doi.org/10.1002/BIT.260420702 https://doi.org/10.1016/0014-5793(88)80192-3 https://doi.org/10.1271/BBB1961.49.1755 https://doi.org/10.1016/0031-9422(83)80138-1 https://doi.org/10.1007/BF02977668 https://doi.org/10.1016/S0031-9422(00)95147-1 https://doi.org/10.1016/0031-9422(92)83618-9 https://doi.org/10.1080/00021369.1985.10867021 https://doi.org/10.4268/CJCMM20111013 https://doi.org/10.1016/0031-9422(95)00633-8 https://doi.org/10.1248/YAKUSHI1947.110.4_268 https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1007/BF02975376 https://doi.org/10.1271/BBB.61.1674 https://doi.org/10.1248/CPB.50.1086 https://doi.org/10.1021/JF9902853 https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0031-9422(00)97877-4 https://doi.org/10.1016/J.BMCL.2006.11.024 https://doi.org/10.1016/0031-9422(94)00684-L https://doi.org/10.1055/S-2007-969725 https://doi.org/10.1016/0003-9861(91)90162-C https://doi.org/10.1248/YAKUSHI1947.107.7_506
Shikonin propionate	3069073	Click to see CCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	344.40	unknown	https://doi.org/10.1248/CPB.59.117 https://doi.org/10.1016/S0367-326X(00)00343-9
> Benzenoids / Phenanthrenes and derivatives
Phenanthrene	995	Click to see C1=CC=C2C(=C1)C=CC3=CC=CC=C32	178.23	unknown	via CMAUP database
> Benzenoids / Phenol ethers / Anisoles
Anethole	637563	Click to see CC=CC1=CC=C(C=C1)OC	148.20	unknown	via CMAUP database
Anethole, (Z)-	1549040	Click to see CC=CC1=CC=C(C=C1)OC	148.20	unknown	via CMAUP database
> Benzenoids / Phenols / Benzenediols / Hydroquinones
[(1R)-1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] (2R)-2-methylbutanoate	162879130	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=COC(=C1)C2=C(C=CC(=C2)O)O	358.40	unknown	https://doi.org/10.1248/CPB.30.4407
[(1R)-1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbutanoate	163019972	Click to see CC(C)CC(=O)OC(CC=C(C)C)C1=COC(=C1)C2=C(C=CC(=C2)O)O	358.40	unknown	https://doi.org/10.1248/CPB.30.4407
[(1S)-1-[5-(2,5-dihydroxyphenyl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate	163017242	Click to see CC(=CCC(C1=COC(=C1)C2=C(C=CC(=C2)O)O)OC(=O)C=C(C)C)C	356.40	unknown	https://doi.org/10.1248/CPB.34.2290
2-[(2S)-4-(4-methylpent-3-enyl)-2,5-dihydrofuran-2-yl]benzene-1,4-diol	162949978	Click to see CC(=CCCC1=CC(OC1)C2=C(C=CC(=C2)O)O)C	260.33	unknown	https://doi.org/10.1248/CPB.35.898
2-[4-(4-Methylpent-3-enyl)furan-2-yl]benzene-1,4-diol	71327567	Click to see CC(=CCCC1=COC(=C1)C2=C(C=CC(=C2)O)O)C	258.31	unknown	https://doi.org/10.1248/CPB.34.2290 https://doi.org/10.1016/S0378-4347(99)00473-9
Dihydroshikonofuran	46174050	Click to see CC(=CCCC1=CC(OC1)C2=C(C=CC(=C2)O)O)C	260.33	unknown	https://doi.org/10.1248/CPB.35.898
Shikonofuran A	5321286	Click to see CC(=CCC(C1=COC(=C1)C2=C(C=CC(=C2)O)O)OC(=O)C)C	316.30	unknown	https://doi.org/10.1248/CPB.30.4407
Shikonofuran B	5321287	Click to see CCC(C)C(=O)OC(CC=C(C)C)C1=COC(=C1)C2=C(C=CC(=C2)O)O	358.40	unknown	https://doi.org/10.1248/CPB.30.4407
Shikonofuran C	5321288	Click to see CC(C)CC(=O)OC(CC=C(C)C)C1=COC(=C1)C2=C(C=CC(=C2)O)O	358.40	unknown	https://doi.org/10.1248/CPB.30.4407
Shikonofuran D	5321289	Click to see CC(C)C(=O)OC(CC=C(C)C)C1=COC(=C1)C2=C(C=CC(=C2)O)O	344.40	unknown	via CMAUP database
Shikonofuran E	5321290	Click to see CC(=CCC(C1=COC(=C1)C2=C(C=CC(=C2)O)O)OC(=O)C=C(C)C)C	356.40	unknown	https://doi.org/10.1248/CPB.34.2290 https://doi.org/10.1007/BF02977668 https://doi.org/10.1016/S0378-4347(99)00473-9
ShikonofuranA	101636767	Click to see CC(=CCC(C1=COC(=C1)C2=C(C=CC(=C2)O)O)OC(=O)C)C	316.30	unknown	https://doi.org/10.1248/CPB.30.4407
> Benzenoids / Phenols / Methoxyphenols
Eugenol	3314	Click to see COC1=C(C=CC(=C1)CC=C)O	164.20	unknown	via CMAUP database
Isovanillin	12127	Click to see COC1=C(C=C(C=C1)C=O)O	152.15	unknown	via CMAUP database
Syringaldehyde	8655	Click to see COC1=CC(=CC(=C1O)OC)C=O	182.17	unknown	https://doi.org/10.1271/BBB.61.1674
> Hydrocarbons / Polycyclic hydrocarbons
African-5-ene	91750055	Click to see CC1CCC2C1=CC(CC3C2(C3)C)(C)C	204.35	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Aryltetralin lignans
(+)-Rabdosiin	101064233	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C2C(C3=CC(=C(C=C3C=C2C(=O)OC(CC4=CC(=C(C=C4)O)O)C(=O)O)O)O)C5=CC(=C(C=C5)O)O)O)O	718.60	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8
(2R)-2-[(1R,2S)-3-[(1R)-1-carboxylato-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carbonyl]oxy-3-(3,4-dihydroxyphenyl)propanoate	5320234	Click to see C1=CC(=C(C=C1CC(C(=O)[O-])OC(=O)C2C(C3=CC(=C(C=C3C=C2C(=O)OC(CC4=CC(=C(C=C4)O)O)C(=O)[O-])O)O)C5=CC(=C(C=C5)O)O)O)O	716.60	unknown	via CMAUP database
(2R)-3-(3,4-dihydroxyphenyl)-2-[(1S,2R)-1-(3,4-dihydroxyphenyl)-3-[(1R)-1-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-2-oxo-ethoxy]carbonyl-6,7-dihydroxy-1,2-dihydronaphthalene-2-carbonyl]oxy-propanoic acid	472056	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C2C(C3=CC(=C(C=C3C=C2C(=O)OC(CC4=CC(=C(C=C4)O)O)C(=O)O)O)O)C5=CC(=C(C=C5)O)O)O)O	718.60	unknown	https://doi.org/10.1007/S00425-004-1457-5
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
(S)-Ethyl 2-methylbutanoate	6429107	Click to see CCC(C)C(=O)OCC	130.18	unknown	via CMAUP database
Ethyl 2-methylbutyrate	24020	Click to see CCC(C)C(=O)OCC	130.18	unknown	via CMAUP database
Ethyl 3,3-dimethylacrylate	12516	Click to see CCOC(=O)C=C(C)C	128.17	unknown	via CMAUP database
Ethyl arachidate	29009	Click to see CCCCCCCCCCCCCCCCCCCC(=O)OCC	340.60	unknown	via CMAUP database
Ethyl docosanoate	22199	Click to see CCCCCCCCCCCCCCCCCCCCCC(=O)OCC	368.60	unknown	via CMAUP database
Ethyl heptadecanoate	26397	Click to see CCCCCCCCCCCCCCCCC(=O)OCC	298.50	unknown	via CMAUP database
Ethyl oleate	5363269	Click to see CCCCCCCCC=CCCCCCCCC(=O)OCC	310.50	unknown	via CMAUP database
Ethyl stearate	8122	Click to see CCCCCCCCCCCCCCCCCC(=O)OCC	312.50	unknown	via CMAUP database
Ethyl tetracosanoate	141135	Click to see CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC	396.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters / Fatty acid methyl esters
Methyl (Z)-tetracos-15-enoate	5364841	Click to see CCCCCCCCC=CCCCCCCCCCCCCCC(=O)OC	380.60	unknown	via CMAUP database
Methyl decanoate	8050	Click to see CCCCCCCCCC(=O)OC	186.29	unknown	via CMAUP database
Methyl elaidate	5280590	Click to see CCCCCCCCC=CCCCCCCCC(=O)OC	296.50	unknown	via CMAUP database
Methyl heptanoate	7826	Click to see CCCCCCC(=O)OC	144.21	unknown	via CMAUP database
Methyl hexanoate	7824	Click to see CCCCCC(=O)OC	130.18	unknown	via CMAUP database
Methyl oleate	5364509	Click to see CCCCCCCCC=CCCCCCCCC(=O)OC	296.50	unknown	https://doi.org/10.1007/S11418-007-0221-0
Methyl palmitate	8181	Click to see CCCCCCCCCCCCCCCC(=O)OC	270.50	unknown	via CMAUP database
Methyl palmitoleate	643801	Click to see CCCCCCC=CCCCCCCCC(=O)OC	268.40	unknown	via CMAUP database
Methyl Stearate	8201	Click to see CCCCCCCCCCCCCCCCCC(=O)OC	298.50	unknown	via CMAUP database
Methyl tetradecanoate	31284	Click to see CCCCCCCCCCCCCC(=O)OC	242.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Branched fatty acids / Methyl-branched fatty acids
(R)-2-Methylbutanoic acid	6950479	Click to see CCC(C)C(=O)O	102.13	unknown	via CMAUP database
(S)-2-methylbutanoic acid	448893	Click to see CCC(C)C(=O)O	102.13	unknown	https://doi.org/10.1007/S11418-007-0221-0
2-Butenoic acid, 2-methyl-	6656	Click to see CC=C(C)C(=O)O	100.12	unknown	https://doi.org/10.1007/S11418-007-0221-0
2-Ethyl-2-methylbutanoate	21434475	Click to see CCC(C)(CC)C(=O)[O-]	129.18	unknown	via CMAUP database
2-Methylbutanoic acid	8314	Click to see CCC(C)C(=O)O	102.13	unknown	https://doi.org/10.1007/S11418-007-0221-0
2,3-Dimethylacrylic acid, (E)-	125468	Click to see CC=C(C)C(=O)O	100.12	unknown	https://doi.org/10.1007/S11418-007-0221-0
2,3-Dimethylacrylic acid, (Z)-	643915	Click to see CC=C(C)C(=O)O	100.12	unknown	via CMAUP database
3-Methyl crotonic acid	10931	Click to see CC(=CC(=O)O)C	100.12	unknown	via CMAUP database
Isovaleric acid	10430	Click to see CC(C)CC(=O)O	102.13	unknown	https://doi.org/10.1007/S11418-007-0221-0
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
Oleic Acid	445639	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	via CMAUP database
Palmitic Acid	985	Click to see CCCCCCCCCCCCCCCC(=O)O	256.42	unknown	via CMAUP database
trans-11-Eicosenoic acid	5282769	Click to see CCCCCCCCC=CCCCCCCCCCC(=O)O	310.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Medium-chain fatty acids
2-Methylhexanoate	22173957	Click to see CCCCC(C)C(=O)[O-]	129.18	unknown	via CMAUP database
Capric Acid	2969	Click to see CCCCCCCCCC(=O)O	172.26	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Straight chain fatty acids
Valeric acid	7991	Click to see CCCCC(=O)O	102.13	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
Tetracosanoic acid	11197	Click to see CCCCCCCCCCCCCCCCCCCCCCCC(=O)O	368.60	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
1-Tetracosanol	10472	Click to see CCCCCCCCCCCCCCCCCCCCCCCCO	354.70	unknown	via CMAUP database
Docosanol	12620	Click to see CCCCCCCCCCCCCCCCCCCCCCO	326.60	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
1-Eicosanol	12404	Click to see CCCCCCCCCCCCCCCCCCCCO	298.50	unknown	via CMAUP database
Stearyl Alcohol	8221	Click to see CCCCCCCCCCCCCCCCCCO	270.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] (6Z,9Z)-octadeca-6,9-dienoate	44438574	Click to see CCCCCCCCC=CCC=CCCCCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	550.70	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] octadeca-6,9-dienoate	163188131	Click to see CCCCCCCCC=CCC=CCCCCC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O	550.70	unknown	https://doi.org/10.1016/J.BMCL.2006.11.024
Ethyl Linoleate	5282184	Click to see CCCCCC=CCC=CCCCCCCCC(=O)OCC	308.50	unknown	via CMAUP database
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	via CMAUP database
methyl (9E,12Z)-octadeca-9,12-dienoate	5462988	Click to see CCCCCC=CCC=CCCCCCCCC(=O)OC	294.50	unknown	via CMAUP database
Methyl linoleate	5284421	Click to see CCCCCC=CCC=CCCCCCCCC(=O)OC	294.50	unknown	https://doi.org/10.1007/S11418-007-0221-0
Methyl linolelaidate	5362793	Click to see CCCCCC=CCC=CCCCCCCCC(=O)OC	294.50	unknown	via CMAUP database
Methyl linolenate	5319706	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)OC	292.50	unknown	via CMAUP database
Methyl octadeca-9,12-dienoate	8203	Click to see CCCCCC=CCC=CCCCCCCCC(=O)OC	294.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
Totarol	92783	Click to see CC(C)C1=C(C=CC2=C1CCC3C2(CCCC3(C)C)C)O	286.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Isoprenoid phosphates
Geranyl diphosphate	445995	Click to see CC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)C	314.21	unknown	https://doi.org/10.1016/0014-5793(88)80192-3
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
3-Geranyl-4-hydroxybenzoic acid	5280844	Click to see CC(=CCCC(=CCC1=C(C=CC(=C1)C(=O)O)O)C)C	274.35	unknown	https://doi.org/10.1248/CPB.34.2290 https://doi.org/10.1016/0014-5793(88)80192-3
Agn-PC-0jram3	440812	Click to see CC(=CCCC(=CCC1=C(C=CC(=C1)C(=O)O)O)C)C	274.35	unknown	https://doi.org/10.1248/CPB.34.2290
p-CYMENE	7463	Click to see CC1=CC=C(C=C1)C(C)C	134.22	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
(-)-(1S,4S)-Borneol	6850744	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
(-)-3-Carene	442461	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	via CMAUP database
(-)-Camphor	444294	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
(+)-3-Carene	443156	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	via CMAUP database
(+)-Camphor	9543187	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
(1R,2S,4R)-Borneol	439568	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
(1S-endo)-1,7,7-trimethylbicyclo(2.2.1)heptan-2-ol	10049	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
(1S,2S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol	12242815	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol	64685	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
3-Carene	26049	Click to see CC1=CCC2C(C1)C2(C)C	136.23	unknown	via CMAUP database
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, exo-	439569	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
Borneo camphor	12242824	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
Borneol	6552009	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
Borneol, (-)-	1201518	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
Camphor	2537	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
Camphor (synthetic)	159055	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
Camphor, (1S,4S)-(-)-	10050	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
d-Camphor	230921	Click to see CC1(C2CCC1(C(=O)C2)C)C	152.23	unknown	via CMAUP database
DL-Borneol	10492	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
Sumatra camphor	657014	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
trans-Borneol	44630107	Click to see CC1(C2CCC1(C(C2)O)C)C	154.25	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Prenylated hydroquinones
2-(3,7-Dimethylocta-2,6-dien-1-yl)benzene-1,4-diol	160941	Click to see CC(=CCCC(=CCC1=C(C=CC(=C1)O)O)C)C	246.34	unknown	https://doi.org/10.1248/CPB.34.2290
Geroquinol	5281857	Click to see CC(=CCCC(=CCC1=C(C=CC(=C1)O)O)C)C	246.34	unknown	https://doi.org/10.1248/CPB.34.2290
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Prenylquinones
[(1S)-1-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate	163034892	Click to see CC(=CCC(C1=COC(=C1)C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C	354.40	unknown	https://doi.org/10.1016/S0031-9422(00)80322-2
[1-[5-(3,6-Dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate	71440384	Click to see CC(=CCC(C1=COC(=C1)C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C	354.40	unknown	https://doi.org/10.1016/S0031-9422(00)80322-2 https://doi.org/10.1016/S0378-4347(99)00473-9
2-[(2S)-4-(4-methylpent-3-enyl)-2,5-dihydrofuran-2-yl]cyclohexa-2,5-diene-1,4-dione	163003273	Click to see CC(=CCCC1=CC(OC1)C2=CC(=O)C=CC2=O)C	258.31	unknown	https://doi.org/10.1016/0031-9422(92)90029-P
2-[4-[(E)-5-hydroxy-4-methylpent-3-enyl]furan-2-yl]cyclohexa-2,5-diene-1,4-dione	102120040	Click to see CC(=CCCC1=COC(=C1)C2=CC(=O)C=CC2=O)CO	272.29	unknown	https://doi.org/10.1016/S0031-9422(98)80067-8
Dihydroechinofuran	13850222	Click to see CC(=CCCC1=CC(OC1)C2=CC(=O)C=CC2=O)C	258.31	unknown	https://doi.org/10.1016/0031-9422(92)90029-P https://doi.org/10.1016/S0378-4347(99)00473-9
Echinofuran B	13850221	Click to see CC(=CCCC1=COC(=C1)C2=CC(=O)C=CC2=O)C	256.30	unknown	https://doi.org/10.1016/0031-9422(94)00621-Y https://doi.org/10.1016/S0031-9422(00)80322-2 https://doi.org/10.1016/S0378-4347(99)00473-9 https://doi.org/10.1055/S-2007-969725
> Lipids and lipid-like molecules / Prenol lipids / Quinone and hydroquinone lipids / Prenylquinones / Ubiquinones
Isoarnebifuranone	6505036	Click to see CC(=CCCC1=COC=C1)CC2=CC(=O)C(=C(C2=O)OC)OC	316.30	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(+)(-)-(E)-beta-caryophyllene	14757966	Click to see CC1(CC2C1CCC(=C)CCCC2=C)C	204.35	unknown	via CMAUP database
(Z)-caryophyllene	6429301	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	via CMAUP database
4,11,11-Trimethyl-8-methylene-5-oxatricyclo(8.2.0.0(4,6))dodecane, (1R,4R,6R,10S)-	6604672	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
beta-CARYOPHYLLENE OXIDE	1742210	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
beta-Ionone	638014	Click to see CC1=C(C(CCC1)(C)C)C=CC(=O)C	192.30	unknown	via CMAUP database
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	via CMAUP database
Caryophyllene epoxide	14350	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
Caryophyllene oxide 2	13240188	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
Caryophyllene,alpha + beta mixt.	5354499	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	via CMAUP database
Eudesma-4(14),7(11)-diene	6432497	Click to see CC(=C1CCC2(CCCC(=C)C2C1)C)C	204.35	unknown	via CMAUP database
Isocaryophyllene oxide	1742211	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
Selina-4(15),7(11)-diene	10655819	Click to see CC(=C1CCC2(CCCC(=C)C2C1)C)C	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
2-Naphthalenemethanol, 1,2,3,4,4a,5,6,8a-octahydro-alpha,alpha,4a,8-tetramethyl-, [2R-(2alpha,4aalpha,8abeta)]-	5317269	Click to see CC1=CCCC2(C1CC(CC2)C(C)(C)O)C	222.37	unknown	via CMAUP database
7-Isopropenyl-4a-methyl-1-methylenedecahydronaphthalene	519361	Click to see CC(=C)C1CCC2(CCCC(=C)C2C1)C	204.35	unknown	via CMAUP database
beta-Maaliene	521242	Click to see CC1=C2C3C(C3(C)C)CCC2(CCC1)C	204.35	unknown	via CMAUP database
beta-Selinene	442393	Click to see CC(=C)C1CCC2(CCCC(=C)C2C1)C	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Triquinane sesquiterpenoids / Angular triquinanes
beta-Isocomene	10910652	Click to see CC1CCC2(C13CCCC3(CC2=C)C)C	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Quassinoids
[(1S,2S,4S,6R,7S,9R,13S,14R,15R,16S,17S)-4,16-dihydroxy-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadecan-15-yl] acetate	5321291	Click to see CC1CC(C(=O)C2(C1CC3C4(C2C(C(C(C4CC(=O)O3)C)OC(=O)C)O)C)C)O	408.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(6Z,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene	11975273	Click to see CC(=CCCC(=CCCC(=CCCC=C(C)CCC=C(C)CCC=C(C)C)C)C)C	410.70	unknown	via CMAUP database
Oleanolic Acid	10494	Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C	456.70	unknown	via CMAUP database
Tormentic acid	73193	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)O	488.70	unknown	via CMAUP database
Ursolic Acid	64945	Click to see CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O	456.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
3-epi-beta-Sitosterol	12303645	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acids
Isobutyric acid	6590	Click to see CC(C)C(=O)O	88.11	unknown	https://doi.org/10.1007/S11418-007-0221-0
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Aralkylamines
(1R)-2-[(2R,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol	6604328	Click to see CN1C(CCCC1CC(C2=CC=CC=C2)O)CC(C3=CC=CC=C3)O	339.50	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
4-(beta-D-glucosyloxy)benzoic acid	440186	Click to see C1=CC(=CC=C1C(=O)O)OC2C(C(C(C(O2)CO)O)O)O	300.26	unknown	https://doi.org/10.1016/S0031-9422(00)81223-6
4-Hydroxybenzoic acid glucoside	3320872	Click to see C1=CC(=CC=C1C(=O)O)OC2C(C(C(C(O2)CO)O)O)O	300.26	unknown	https://doi.org/10.1016/S0031-9422(00)81223-6
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Aryl-aldehydes
Furfural	7362	Click to see C1=COC(=C1)C=O	96.08	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
Hexanal	6184	Click to see CCCCCC=O	100.16	unknown	via CMAUP database
Nonanal	31289	Click to see CCCCCCCCC=O	142.24	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aryl ketones / Aryl alkyl ketones
2-Acetylfuran	14505	Click to see CC(=O)C1=CC=CO1	110.11	unknown	via CMAUP database
2-Acetylpyrrole	14079	Click to see CC(=O)C1=CC=CN1	109.13	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Benzoquinones / P-benzoquinones
[(1S)-1-[4-(3,6-dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate	162870685	Click to see CC(=CCC(C1=COC=C1C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C	354.40	unknown	https://doi.org/10.1007/BF00569603
[1-[4-(3,6-Dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] 3-methylbut-2-enoate	23266087	Click to see CC(=CCC(C1=COC=C1C2=CC(=O)C=CC2=O)OC(=O)C=C(C)C)C	354.40	unknown	https://doi.org/10.1007/BF00569603
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Phenylketones / Alkyl-phenylketones
Paeonol	11092	Click to see CC(=O)C1=C(C=C(C=C1)OC)O	166.17	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Ethers / Alkyl aryl ethers
(E,E)-4,8-Dimethyl-2-oxabicyclo(9.3.1)pentadeca-1(15),4,8,11,13-pentaen-12-ol	6439807	Click to see CC1=CCC2=C(C=CC(=C2)OCC(=CCC1)C)O	244.33	unknown	via CMAUP database
> Organoheterocyclic compounds / Heteroaromatic compounds
2-Pentylfuran	19602	Click to see CCCCCC1=CC=CO1	138.21	unknown	via CMAUP database
Thiophene	8030	Click to see C1=CSC=C1	84.14	unknown	via CMAUP database
> Organoheterocyclic compounds / Isocoumarans / Isobenzofuranones / Phthalides
5-Methylisobenzofuran-1(3H)-one	41013	Click to see CC1=CC2=C(C=C1)C(=O)OC2	148.16	unknown	via CMAUP database
> Organoheterocyclic compounds / Pyrrolizines
(7-hydroxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl) 2,3-dihydroxy-2-(1-hydroxyethyl)-3-methylbutanoate	5318450	Click to see CC(C(C(=O)OC1=CCN2C1C(CC2)O)(C(C)(C)O)O)O	301.34	unknown	via CMAUP database
> Phenylpropanoids and polyketides / 2-arylbenzofuran flavonoids
(+)-Lithospermic acid	4482010	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/J.BMCL.2009.01.052 https://doi.org/10.1016/S0031-9422(00)80569-5
(2R,3R)-4-[(1E)-3-[(1R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid	92212909	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(00)81223-6
(2R,3R)-4-[(E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid	95224953	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(00)80569-5
(2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid	25256838	Click to see COC(=O)C(CC1=CC(=C(C=C1)O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O	552.50	unknown	https://doi.org/10.1016/J.BMCL.2009.01.052
10-epi-Lithospermic acid	95359683	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0378-4347(99)00473-9 https://doi.org/10.1016/S0031-9422(00)80569-5
2-((2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-enyl)-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzo[b]furan-3-carbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid	6449855	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O	718.60	unknown	via CMAUP database
2-(3,4-Dihydroxyphenyl)-4-[3-[3-(3,4-dihydroxyphenyl)-1-methoxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid	74435969	Click to see COC(=O)C(CC1=CC(=C(C=C1)O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O	552.50	unknown	https://doi.org/10.1016/J.BMCL.2009.01.052
3-(3,4-Dihydroxyphenyl)-2-[3-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyloxy]propanoic acid	73817569	Click to see COC(=O)C1C(OC2=C(C=CC(=C12)C=CC(=O)OC(CC3=CC(=C(C=C3)O)O)C(=O)O)O)C4=CC(=C(C=C4)O)O	552.50	unknown	https://doi.org/10.1016/J.BMCL.2009.01.052
CID 5281302	5281302	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0378-4347(99)00473-9 https://doi.org/10.1016/S0031-9422(00)80569-5 https://doi.org/10.1016/J.BMCL.2009.01.052
CID 6123454	6123454	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	via CMAUP database
Lithosperman B	6918757	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=CC(=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O	718.60	unknown	https://doi.org/10.1055/S-2007-969434
Lithospermic acid	6441498	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O	538.50	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/J.BMCL.2009.01.052
Monomethyl lithospermate	25256837	Click to see COC(=O)C1C(OC2=C(C=CC(=C12)C=CC(=O)OC(CC3=CC(=C(C=C3)O)O)C(=O)O)O)C4=CC(=C(C=C4)O)O	552.50	unknown	https://doi.org/10.1016/J.BMCL.2009.01.052
Salvianic acid B	119177	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O	718.60	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8
Salvianolic acid B	6451084	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O	718.60	unknown	https://doi.org/10.1248/CPB.50.1086 https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0378-4347(99)00473-9
> Phenylpropanoids and polyketides / Cinnamaldehydes
Cinnamaldehyde	637511	Click to see C1=CC=C(C=C1)C=CC=O	132.16	unknown	via CMAUP database
cis-Cinnamaldehyde	6428995	Click to see C1=CC=C(C=C1)C=CC=O	132.16	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Cinnamic acid esters
Methyl 4-prenyloxycinnamate	14414116	Click to see CC(=CCOC1=CC=C(C=C1)C=CC(=O)OC)C	246.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
(S)-rosmarinic acid	639655	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O	360.30	unknown	https://doi.org/10.1007/S00425-004-1457-5 https://doi.org/10.1016/S0031-9422(00)80569-5 https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/S0031-9422(99)00623-8
(Z)-3,4-Dimethoxycinnamic acid	1585026	Click to see COC1=C(C=C(C=C1)C=CC(=O)O)OC	208.21	unknown	via CMAUP database
3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid	5099	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O	360.30	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1016/S0031-9422(00)81223-6 https://doi.org/10.1016/S0031-9422(00)80569-5 https://doi.org/10.1007/S00425-004-1457-5
Docosyl caffeate	5316952	Click to see CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=CC1=CC(=C(C=C1)O)O	488.70	unknown	via CMAUP database
Eicosanyl caffeate	5320238	Click to see CCCCCCCCCCCCCCCCCCCCOC(=O)C=CC1=CC(=C(C=C1)O)O	460.70	unknown	via CMAUP database
Rosmarinic acid	5281792	Click to see C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O	360.30	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.5511/PLANTBIOTECHNOLOGY.21.393 https://doi.org/10.1016/S0031-9422(00)80569-5 https://doi.org/10.1007/BF00233424 https://doi.org/10.1016/0031-9422(95)00633-8 https://doi.org/10.1016/S0378-4347(99)00473-9
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Hydroxycinnamic acids
(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid	2518	Click to see C1=CC(=C(C=C1C=CC(=O)O)O)O	180.16	unknown	https://doi.org/10.1271/BBB.61.1674
3-(4-Hydroxy-3-methoxyphenyl)prop-2-enoic acid	709	Click to see COC1=C(C=CC(=C1)C=CC(=O)O)O	194.18	unknown	https://doi.org/10.1271/BBB.61.1674
Caffeic Acid	689043	Click to see C1=CC(=C(C=C1C=CC(=O)O)O)O	180.16	unknown	https://doi.org/10.1271/BBB.61.1674
cis-Caffeic acid	1549111	Click to see C1=CC(=C(C=C1C=CC(=O)O)O)O	180.16	unknown	via CMAUP database
Ferulic acid	445858	Click to see COC1=C(C=CC(=C1)C=CC(=O)O)O	194.18	unknown	https://doi.org/10.1271/BBB.61.1674
Sinapic acid	10743	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)O	224.21	unknown	https://doi.org/10.1271/BBB.61.1674
Sinapinic acid	637775	Click to see COC1=CC(=CC(=C1O)OC)C=CC(=O)O	224.21	unknown	https://doi.org/10.1271/BBB.61.1674
> Phenylpropanoids and polyketides / Coumarins and derivatives
3-(1,1-Dimethylallyl)herniarin	182622	Click to see CC(C)(C=C)C1=CC2=C(C=C(C=C2)OC)OC1=O	244.28	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Coumarins and derivatives / Furanocoumarins / Psoralens / 5-methoxypsoralens
Isobyakangelicol	5318521	Click to see CC(C)C(=O)COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2	316.30	unknown	via CMAUP database
tert-OMe-byakangelicin	5319537	Click to see CC(C)(C(COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2)O)OC	348.30	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavonoid glycosides / Flavonoid O-glycosides / Flavonoid-7-O-glycosides
3,5,6-trihydroxy-2-(4-hydroxyphenyl)-7-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one	10434572	Click to see C1=CC(=CC=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O	464.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Isoflavonoids / O-methylated isoflavonoids / 4-O-methylated isoflavonoids / 4-O-methylisoflavones
7-(6,7-Dihydroxy-3,7-dimethyloct-2-enoxy)-3-(4-methoxyphenyl)chromen-4-one	162994344	Click to see CC(=CCOC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC=C(C=C3)OC)CCC(C(C)(C)O)O	438.50	unknown	https://doi.org/10.1016/S0031-9422(99)00623-8 https://doi.org/10.1007/S00425-004-1457-5
> Phenylpropanoids and polyketides / Macrolides and analogues
de-O-methyllasiodiplodin	14562695	Click to see CC1CCCCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1	278.34	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Tannins
[(1R,18R,19R,21S,22S)-6,8,11,12,13-pentahydroxy-3,7,16-trioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[16.3.1.04,9.010,15]docosa-5,8,10,12,14-pentaen-19-yl]methyl 3,4,5-trihydroxybenzoate	54742219	Click to see C1=C(C(=O)C(=C2C1C(=O)OC3C(C(C(OC3OC(=O)C4=CC(=C(C(=C4)O)O)O)COC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C62)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O	938.70	unknown	via CMAUP database

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Lithospermum erythrorhizon

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