Alpinia oxyphylla, also known as sharp-leaf galangal, is a type of ginger that is found in East Asia. It was first identified and named by Friedrich Anton Wilhelm Miquel. This plant has been used in traditional medicine for its various health benefits. It is commonly used in cooking and has a sharp, spicy flavor. Alpinia oxyphylla is a popular ingredient in many Asian dishes and is known for its distinctive sharp leaves.

Synonyms Top

Scientific name	Authority	First published in
Amomum amarum	F.P.Sm.
Languas oxyphylla	(Miq.) Merr.

Common names Top

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Filter by language:

Language	Common/alternative name
Japanese	ヤクチ
Swedish	spetsbladig galangarot
Vietnamese	riềng lá nhọn
Chinese	益智仁
Chinese	益智

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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No variety added yet.

Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Asia-temperate click to expand
- China
  - China South-central
  - China Southeast
  - Hainan

Asia-tropical click to expand
- Indo-China
  - Vietnam

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000338663
UNII	7521IGH273
Tropicos	34500570
KEW	urn:lsid:ipni.org:names:795356-1
The Plant List	kew-218949
Open Tree Of Life	144287
NCBI Taxonomy	125261
IPNI	795356-1
iNaturalist	544838
GBIF	5302068
EOL	1126815
USDA GRIN	423304
Wikipedia	Alpinia_oxyphylla
CMAUP	NPO22715

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

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

TCMNPAS: a comprehensive analysis platform integrating network formulaology and network pharmacology for exploring traditional Chinese medicine

Liu Y, Li X, Chen C, Ding N, Zheng P, Chen X, Ma S, Yang M

Chin Med

22-Mar-2024

PMCID:	PMC10958928
doi:	10.1186/s13020-024-00924-y
PMID:	38519956

The Effects of Bioactive Compounds on Human Brain Structures and Diseases

Kiskova T, Smajda B

Int J Mol Sci

15-Mar-2024

PMCID:	PMC10969811
doi:	10.3390/ijms25063326
PMID:	38542299

A multi-center cross-sectional study of Chinese Herbal Medicine-Drug adverse reactions using active surveillance in Singapore’s Traditional Chinese Medicine clinics

Ng CY, Zhao Y, Wang N, Chia KL, Teo CH, Peh W, Yeo P, Zhong LL

Chin Med

07-Mar-2024

PMCID:	PMC10918936
doi:	10.1186/s13020-024-00915-z
PMID:	38454483

Sipyimigwanjung-tang, a traditional herbal medication, alleviates weight gain in a high-fat diet-induced obese mice model

Park YJ, Seo DW, Gil TY, Kim HJ, Jin JS, Cha YY, An HJ

Heliyon

02-Mar-2024

PMCID:	PMC10943437
doi:	10.1016/j.heliyon.2024.e27463
PMID:	38495187

Characterization, antioxidant and antitumor activities of phenolic compounds from Amomum villosum Lour.

Zhang M, Shuai XX, Wei Z, Dai TT, Wei CB, Li Y, He JJ, Du LQ

Front Nutr

06-Feb-2024

PMCID:	PMC10876855
doi:	10.3389/fnut.2024.1327164
PMID:	38379541

Curative effects of tectochrysin on paraquat-instigated testicular toxicity in rats: A biochemical and histopathological based study

Ijaz MU, Alvi K, Hamza A, Anwar H, Al-Ghanim KA, Riaz MN

Heliyon

01-Feb-2024

PMCID:	PMC10865255
doi:	10.1016/j.heliyon.2024.e25337
PMID:	38356568

A case report of integrating Chinese and Western medicine: A new era in the treatment of stiff person syndrome

Lu X, Hong D, Wu W, Zhang L, Qiu C

Medicine (Baltimore)

12-Jan-2024

PMCID:	PMC10783390
doi:	10.1097/MD.0000000000036883
PMID:	38215122

Targeting phosphorylation circuits on CREB and CRTCs as the strategy to prevent acquired skin hyperpigmentation

Kim SH, Na C, Yun CY, Kim JG, Baek ST, An HJ, Lee JD, Lee SW, Jung JK, Hwang BY, Han SB, Kim Y

Int J Biol Sci

01-Jan-2024

PMCID:	PMC10750286
doi:	10.7150/ijbs.86536
PMID:	38164184

Potential mechanism of Qinggong Shoutao pill alleviating age-associated memory decline based on integration strategy

Pan G, Chai L, Chen R, Yuan Q, Song Z, Feng W, Wei J, Yang Z, Zhang Y, Xie G, Yan A, Lv Q, Wang C, Zhao Y, Wang Y

Pharm Biol

25-Dec-2023

PMCID:	PMC10763866
doi:	10.1080/13880209.2023.2291689
PMID:	38145345

Editorial: Highly contiguous plant genome assembly and transcriptional regulation

Tian XC, Jia KH

Front Plant Sci

13-Dec-2023

PMCID:	PMC10751298
doi:	10.3389/fpls.2023.1331498
PMID:	38152147

Astrocytic Nrf2 Mediates the Neuroprotective and Anti-Inflammatory Effects of Nootkatone in an MPTP-Induced Parkinson’s Disease Mouse Model

Park JE, Leem YH, Park JS, Kim SE, Kim HS

Antioxidants (Basel)

13-Nov-2023

PMCID:	PMC10669233
doi:	10.3390/antiox12111999
PMID:	38001852

Effects of enzymolysis and fermentation of Chinese herbal medicines on serum component, egg production, and hormone receptor expression in laying hens

Jiang MH, Zhang T, Wang QM, Ge JS, Sun LL, Li MQ, Miao QY, Zhu YZ

Anim Biosci

27-Oct-2023

PMCID:	PMC10766462
doi:	10.5713/ab.23.0146
PMID:	37905322

Comparison of Metabolites and Species Classification of Thirteen Zingiberaceae Spices Based on GC–MS and Multi-Spectral Fusion Technology

Wen H, Yang T, Yang W, Yang M, Wang Y, Zhang J

Foods

10-Oct-2023

PMCID:	PMC10606731
doi:	10.3390/foods12203714
PMID:	37893607

Comparative Chloroplast Genomics of 21 Species in Zingiberales with Implications for Their Phylogenetic Relationships and Molecular Dating

Li DM, Liu HL, Pan YG, Yu B, Huang D, Zhu GF

Int J Mol Sci

09-Oct-2023

PMCID:	PMC10648771
doi:	10.3390/ijms241915031
PMID:	37834481

Ethnobotanical study on edible flowers in Xishuangbanna, China

Zhang Q, Cheng Z, Fan Y, Zhang D, Wang M, Zhang J, Sommano S, Wu X, Long C

J Ethnobiol Ethnomed

30-Sep-2023

PMCID:	PMC10542681
doi:	10.1186/s13002-023-00608-1
PMID:	37777741

Phytochemical Profile Top

Add a new one!

Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.

Name	PubChem ID	Canonical SMILES	MW	Found in	Proof
> Benzenoids / Benzene and substituted derivatives
(S)-1-Phenylethanol	443135	Click to see CC(C1=CC=CC=C1)O	122.16	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
3,4-Dihydroxybenzoic acid	72	Click to see C1=CC(=C(C=C1C(=O)O)O)O	154.12	unknown	https://doi.org/10.1016/J.EJPHAR.2006.03.065
> Benzenoids / Benzene and substituted derivatives / Phenylpropanes
methyl (4R)-4-(2-hydroxy-5-methylphenyl)-5-methylhexanoate	162866773	Click to see CC1=CC(=C(C=C1)O)C(CCC(=O)OC)C(C)C	250.33	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
> Benzenoids / Phenols / Methoxyphenols
Isovanillin	12127	Click to see COC1=C(C=C(C=C1)C=O)O	152.15	unknown	via CMAUP database
> Benzenoids / Tetralins
(4S)-10-Nor-calamenen-10-one	73350586	Click to see CC1=CC2=C(C=C1)C(=O)CCC2C(C)C	202.29	unknown	via CMAUP database
(4S)-4-hydroxy-6-methyl-4-propan-2-yl-2,3-dihydronaphthalen-1-one	162991562	Click to see CC1=CC2=C(C=C1)C(=O)CCC2(C(C)C)O	218.29	unknown	https://doi.org/10.1002/HLCA.200900040
4-Hydroxy-6-methyl-4-propan-2-yl-2,3-dihydronaphthalen-1-one	44255204	Click to see CC1=CC2=C(C=C1)C(=O)CCC2(C(C)C)O	218.29	unknown	https://doi.org/10.1002/HLCA.200900040
Oxyphyllenotriol A	51041015	Click to see CC(C)C1=C2C(C(CCC2=C(C=C1)O)(C)O)O	236.31	unknown	https://doi.org/10.1248/CPB.59.402
Oxyphyllone G	51041016	Click to see CC1=C(C2=C(C=C1)C(=O)CCC2C(C)C)O	218.29	unknown	https://doi.org/10.1248/CPB.59.402
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters / Fatty acid methyl esters
methyl (4R)-4-[(Z)-[(2S)-2-hydroxy-2-methyl-5-oxocyclopentylidene]methyl]-5-methylhexanoate	163188229	Click to see CC(C)C(CCC(=O)OC)C=C1C(=O)CCC1(C)O	268.35	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
methyl (4R)-4-[[(2S)-2-hydroxy-2-methyl-5-oxocyclopentylidene]methyl]-5-methylhexanoate	162894993	Click to see CC(C)C(CCC(=O)OC)C=C1C(=O)CCC1(C)O	268.35	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
methyl (4S)-4-[(Z)-[(2S)-2-hydroxy-2-methyl-5-oxocyclopentylidene]methyl]-5-methylhexanoate	162894992	Click to see CC(C)C(CCC(=O)OC)C=C1C(=O)CCC1(C)O	268.35	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
methyl (4S)-4-[[(2S)-2-hydroxy-2-methyl-5-oxocyclopentylidene]methyl]-5-methylhexanoate	162894991	Click to see CC(C)C(CCC(=O)OC)C=C1C(=O)CCC1(C)O	268.35	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Long-chain fatty acids
(Z)-9,10-dideuteriooctadec-9-enoic acid	13011408	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	284.50	unknown	via CMAUP database
9-Hexadecenoic acid	5282745	Click to see CCCCCCC=CCCCCCCCC(=O)O	254.41	unknown	via CMAUP database
Icosapent	446284	Click to see CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O	302.50	unknown	via CMAUP database
Oleic Acid	445639	Click to see CCCCCCCCC=CCCCCCCCC(=O)O	282.50	unknown	https://doi.org/10.1021/NP020078O
Palmitoleic Acid	445638	Click to see CCCCCCC=CCCCCCCCC(=O)O	254.41	unknown	https://doi.org/10.1021/NP020078O
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acids and conjugates / Very long-chain fatty acids
(113C)Tetracosanoic acid	16213616	Click to see CCCCCCCCCCCCCCCCCCCCCCCC(=O)O	369.60	unknown	via CMAUP database
Tetracosanoic acid	11197	Click to see CCCCCCCCCCCCCCCCCCCCCCCC(=O)O	368.60	unknown	https://doi.org/10.1021/NP020078O
> Lipids and lipid-like molecules / Fatty Acyls / Lineolic acids and derivatives
9,12-Octadecadienoic acid, (E,Z)-	5282798	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1021/NP020078O
Linoleic Acid	5280450	Click to see CCCCCC=CCC=CCCCCCCCC(=O)O	280.40	unknown	https://doi.org/10.1021/NP020078O
Linolenic Acid	5280934	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)O	278.40	unknown	https://doi.org/10.1021/NP020078O
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
2-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]butanedial	54341270	Click to see CC1(CCCC2(C1CCC(=C)C2CC=C(CC=O)C=O)C)C	302.50	unknown	https://doi.org/10.1021/NP020078O
Labda-8(17),12-diene-15,16-dial	11077520	Click to see CC1(CCCC2(C1CCC(=C)C2CC=C(CC=O)C=O)C)C	302.50	unknown	https://doi.org/10.1021/NP020078O
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Acyclic monoterpenoids
Linalool, (-)-	443158	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	via CMAUP database
Linalool, (+)-	67179	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	via CMAUP database
Linalool, (+/-)-	6549	Click to see CC(=CCCC(C)(C=C)O)C	154.25	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Aromatic monoterpenoids
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
(-)-alpha-Pinene	440968	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
(-)-beta-Pinene	440967	Click to see CC1(C2CCC(=C)C1C2)C	136.23	unknown	via CMAUP database
(-)-Myrtenal	1201529	Click to see CC1(C2CC=C(C1C2)C=O)C	150.22	unknown	via CMAUP database
(+)-alpha-Pinene	82227	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
(+)-beta-Pinene	10290825	Click to see CC1(C2CCC(=C)C1C2)C	136.23	unknown	via CMAUP database
(1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene	12223113	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
alpha-PINENE	6654	Click to see CC1=CCC2CC1C2(C)C	136.23	unknown	via CMAUP database
beta-Pinene	14896	Click to see CC1(C2CCC(=C)C1C2)C	136.23	unknown	via CMAUP database
Myrtenal	61130	Click to see CC1(C2CC=C(C1C2)C=O)C	150.22	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Menthane monoterpenoids
(-)-Terpinen-4-ol	5325830	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
(+)-Terpinen-4-ol	2724161	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
(1r,2r)-p-Menth-3-en-1,2-diol	71423340	Click to see CC(C)C1=CC(C(CC1)(C)O)O	170.25	unknown	https://doi.org/10.1002/HLCA.200900040
4-Terpineol, (+/-)-	11230	Click to see CC1=CCC(CC1)(C(C)C)O	154.25	unknown	via CMAUP database
p-Mentha-3-en-1,2-diol	14262890	Click to see CC(C)C1=CC(C(CC1)(C)O)O	170.25	unknown	https://doi.org/10.1002/HLCA.200900040
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(1R,2R,3R,6S,7S)-1-hydroxy-3,7-dimethyl-10-propan-2-yl-11-oxatricyclo[5.3.1.02,6]undec-9-en-8-one	76285513	Click to see CC1CCC2C1C3(C(=CC(=O)C2(O3)C)C(C)C)O	250.33	unknown	via CMAUP database
3-Hydroxycalamenene	101417936	Click to see CC1CC(C(C2=C1C=CC(=C2)C)C(C)C)O	218.33	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
alpha-Zingiberene	11127403	Click to see CC1=CCC(C=C1)C(C)CCC=C(C)C	204.35	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
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
delta-Cadinene	12306054	Click to see CC1=CC2C(CCC(=C2CC1)C)C(C)C	204.35	unknown	via CMAUP database
Humulene	5281520	Click to see CC1=CCC(C=CCC(=CCC1)C)(C)C	204.35	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9
Isocaryophyllene oxide	1742211	Click to see CC1(CC2C1CCC3(C(O3)CCC2=C)C)C	220.35	unknown	via CMAUP database
Naphthalene, 1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-cis)-	12306059	Click to see CC1=CC2C(CCC(=C2CC1)C)C(C)C	204.35	unknown	via CMAUP database
Oplopanone	10466745	Click to see CC(C)C1CCC(C2C1C(CC2)C(=O)C)(C)O	238.37	unknown	via CMAUP database
Oxyphyllanene D	57396910	Click to see CC(=C)C1(CCC2(CCC(=O)C3(C2(C1)O3)C)C)O	250.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
Oxyphyllol E	51041018	Click to see CC(=C)C1(CCC2(CCC(=O)C3(C2(C1)O3)C)C)O	250.33	unknown	https://doi.org/10.1248/CPB.59.402
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Aromadendrane sesquiterpenoids / 5,10-cycloaromadendrane sesquiterpenoids
(-)-Alloaromadendrene	10899740	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
(-)-Globulol	12304985	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	via CMAUP database
(+)-Alloaromadendrene	21775889	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
(+)-Globulol	12304982	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	via CMAUP database
(1aR,4R,4aR,7R,7aS,7bS)-1,1,4,7-Tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol	91746597	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	via CMAUP database
1H-Cycloprop[e]azulene, decahydro-1,1,7-trimethyl-4-methylene-, (1aR,4aS,7R,7aR,7bS)-(-)-	44584667	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
Allo-Aromadendrene	42608158	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
Alloaromadendren	91746537	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
Aromadendrene	91354	Click to see CC1CCC2C1C3C(C3(C)C)CCC2=C	204.35	unknown	via CMAUP database
Globulol	101716	Click to see CC1CCC2C1C3C(C3(C)C)CCC2(C)O	222.37	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
(-)-Nootkatone	7567181	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C	218.33	unknown	via CMAUP database
(11S)-Nootkatone-11,12-diol	15601439	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(C)(CO)O)C	252.35	unknown	via CMAUP database
(1S)-1,2,3,4,4a,5,6,7-Octahydro-4beta,4abeta-dimethyl-6alpha-(1-methylethenyl)naphthalene-1beta-ol	44576208	Click to see CC1CCC(C2=CCC(CC12C)C(=C)C)O	220.35	unknown	https://doi.org/10.1021/NP020078O
(3S,4aS,5R)-4a,5-dimethyl-3-prop-1-en-2-yl-3,4,5,6-tetrahydro-2H-naphthalene-1,7-dione	72715093	Click to see CC1CC(=O)C=C2C1(CC(CC2=O)C(=C)C)C	232.32	unknown	via CMAUP database
(4R,4aR)-6-acetyl-4,4a-dimethyl-3,4,7,8-tetrahydronaphthalen-2-one	117654813	Click to see CC1CC(=O)C=C2C1(C=C(CC2)C(=O)C)C	218.29	unknown	via CMAUP database
(4R,4aS,6R)-6-(2-hydroxypropan-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one	89960876	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(C)(C)O)C	236.35	unknown	via CMAUP database
(4R,4aS,6R)-6-(3-hydroxyprop-1-en-2-yl)-4,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one	53249021	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(=C)CO)C	234.33	unknown	via CMAUP database
(4R)-4beta,4abeta-Dimethyl-6alpha-isopropenyl-8alpha-hydroxy-2,3,4,4a,5,6,7,8-octahydronaphthalene-2-one	11651584	Click to see CC1CC(=O)C=C2C1(CC(CC2O)C(=C)C)C	234.33	unknown	via CMAUP database
(6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one	9794438	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C	218.33	unknown	via CMAUP database
2,3,4,4a,5,6,7,8-Octahydro-4,4a-dimethyl-6-(1-methylvinyl)-2-naphthol	103814	Click to see CC1CC(C=C2C1(CC(CC2)C(=C)C)C)O	220.35	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1248/CPB.59.402 https://doi.org/10.1002/JPS.2600730639
3-Desoxyneopetasol	5320106	Click to see CC1CCCC2=CC(=O)C(CC12C)C(=C)C	218.33	unknown	via CMAUP database
4,4a-Dimethyl-6-prop-1-en-2-yl-1,2,3,4,5,6,7,8-octahydronaphthalene-1,8a-diol	73240819	Click to see CC1CCC(C2(C1(CC(CC2)C(=C)C)C)O)O	238.37	unknown	https://doi.org/10.1248/CPB.59.402
alpha-Nootkatol	9815881	Click to see CC1CC(C=C2C1(CC(CC2)C(=C)C)C)O	220.35	unknown	via CMAUP database
Eremophilene	12309744	Click to see CC1CCC=C2C1(CC(CC2)C(=C)C)C	204.35	unknown	via CMAUP database
Nookatone	20797	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C	218.33	unknown	https://doi.org/10.1021/JF000325Z https://doi.org/10.1021/NP020078O https://doi.org/10.1016/S0960-894X(01)00413-9
Nootkatene	25200342	Click to see CC1CC=CC2=CCC(CC12C)C(=C)C	202.33	unknown	via CMAUP database
Nootkatol	182645	Click to see CC1CC(C=C2C1(CC(CC2)C(=C)C)C)O	220.35	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1248/CPB.59.402 https://doi.org/10.1002/JPS.2600730639
Nootkatone	1268142	Click to see CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C	218.33	unknown	https://doi.org/10.1021/JF000325Z https://doi.org/10.1021/NP020078O https://doi.org/10.1016/S0960-894X(01)00413-9
Oxyphyllol B	11128252	Click to see CC1CC(=O)C=C2C1(CC(CC2O)C(=C)C)C	234.33	unknown	https://doi.org/10.1021/NP020078O
oxyphyllol C	10857540	Click to see CC1CCC(C2(C1(CC(CC2)C(=C)C)C)O)O	238.37	unknown	https://doi.org/10.1021/NP020078O https://doi.org/10.1248/CPB.59.402
Valencene	9855795	Click to see CC1CCC=C2C1(CC(CC2)C(=C)C)C	204.35	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
(1R,4aR,7R,8aS)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-ol	15560338	Click to see CC(=C)C1CCC2(CCCC(C2C1)(C)O)C	222.37	unknown	via CMAUP database
(1R,4S,4aR,6R,8aR)-4,8a-dimethyl-6-prop-1-en-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,4-diol	57391671	Click to see CC(=C)C1CCC2(C(CCC(C2C1)(C)O)O)C	238.37	unknown	via CMAUP database
(1S,4R,4aS,6S,8aS)-4,8a-dimethyl-6-prop-1-en-2-yl-1,2,3,4a,5,6,7,8-octahydronaphthalene-1,4-diol	162988967	Click to see CC(=C)C1CCC2(C(CCC(C2C1)(C)O)O)C	238.37	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
(2R,4aS,7R,8aR)-4a-Methyl-1-methylidene-7-(prop-1-en-2-yl)decahydronaphthalen-2-ol	14076604	Click to see CC(=C)C1CCC2(CCC(C(=C)C2C1)O)C	220.35	unknown	https://doi.org/10.1021/NP020078O
(2R,4aS,7R)-4a-methyl-1-methylidene-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-2-ol	44576209	Click to see CC(=C)C1CCC2(CCC(C(=C)C2C1)O)C	220.35	unknown	https://doi.org/10.1021/NP020078O
(4aR)-7-[(2R)-1,2-dihydroxypropan-2-yl]-1,4a-dimethyl-3,4,5,6-tetrahydronaphthalen-2-one	162867175	Click to see CC1=C2C=C(CCC2(CCC1=O)C)C(C)(CO)O	250.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
(4aS,7R)-7-(1-hydroxy-2-methylpropan-2-yl)-1,4a-dimethyl-3,4,5,6,7,8-hexahydronaphthalen-2-one	162866948	Click to see CC1=C2CC(CCC2(CCC1=O)C)C(C)(C)CO	250.38	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
(4aS,7S,8R)-8-hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one	57393410	Click to see CC1=C2C(C(CCC2(CCC1=O)C)C(=C)C)O	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
(4aS,7S)-7-hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-4,5,6,8-tetrahydro-3H-naphthalen-2-one	57335617	Click to see CC1=C2CC(CCC2(CCC1=O)C)(C(=C)C)O	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
4-Hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one	14681769	Click to see CC1=C2CC(CCC2(C(CC1=O)O)C)C(=C)C	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
6-hydroxy-4,8a-dimethyl-6-prop-1-en-2-yl-4a,5,7,8-tetrahydro-1H-naphthalen-2-one	76535891	Click to see CC1=CC(=O)CC2(C1CC(CC2)(C(=C)C)O)C	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
7-Epi-Teucrenone B	57393409	Click to see CC1=CC(=O)CC2(C1CC(CC2)(C(=C)C)O)C	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
Ligucyperonol	14681770	Click to see CC1=C2CC(CCC2(C(CC1=O)O)C)C(=C)C	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4a,8-dimethyl-2-(1-methylethenyl)-, [2R-(2alpha,4aalpha,8abeta)]-	6432455	Click to see CC1=CCCC2(C1CC(CC2)C(=C)C)C	204.35	unknown	via CMAUP database
Oxyphyllol A	637451	Click to see CC(=C)C1CCC2(CCCC(C2=C1)(C)O)C	220.35	unknown	https://doi.org/10.1021/NP020078O
Rel-Oxyphyllanene E	57400339	Click to see CC(=C)C1(CCC2(CCC(C(=C)C2C1)O)C)O	236.35	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
Selin-11-en-4alpha-ol	15560330	Click to see CC(=C)C1CCC2(CCCC(C2C1)(C)O)C	222.37	unknown	https://doi.org/10.1021/NP020078O
Teucrenone	10105443	Click to see CC1=CC(=O)CC2(C1CC(CC2)(C(=C)C)O)C	234.33	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
Icariside B1	15628136	Click to see CC(=O)C=C=C1C(CC(CC1(C)O)OC2C(C(C(C(O2)CO)O)O)O)(C)C	386.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
Bakkenolide A	442173	Click to see CC1CCCC2C1(CC3(C2)C(=C)COC3=O)C	234.33	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Eudesmanolides, secoeudesmanolides, and derivatives
(4aS,8aR,9aR)-3,5,8a-trimethyl-4a,8,9,9a-tetrahydro-4H-benzo[f][1]benzofuran-2,7-dione	71681246	Click to see CC1=CC(=O)CC2(C1CC3=C(C(=O)OC3C2)C)C	246.30	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
beta-Sitosteryl palmitate	9852570	Click to see CCCCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCC(CC)C(C)C)C)C	653.10	unknown	via CMAUP database
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
Beta-Sitosterol	222284	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	414.70	unknown	via CMAUP database
Sitogluside	5742590	Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	576.80	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acids
Propionic Acid	1032	Click to see CCC(=O)O	74.08	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Aldehydes / Medium-chain aldehydes
(2E,4E)-6-Hydroxy-2,6-dimethylhepta-2,4-dienal	6429083	Click to see CC(=CC=CC(C)(C)O)C=O	154.21	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Cyclic ketones
3-methyl-2-[(2R)-5-oxo-2-prop-1-en-2-ylhexyl]cyclopent-2-en-1-one	163047035	Click to see CC1=C(C(=O)CC1)CC(CCC(=O)C)C(=C)C	234.33	unknown	https://doi.org/10.1002/HLCA.200900040
Mandassidione	14109869	Click to see CC1=C(C(=O)CC1)CC(CCC(=O)C)C(=C)C	234.33	unknown	https://doi.org/10.1002/HLCA.200900040
Pubescone	102054514	Click to see CC(C)C1C2C(C2CCC(=O)C)CCC1=O	222.32	unknown	via CMAUP database
Spiro[4.4]nonan-2-one	549163	Click to see C1CCC2(C1)CCC(=O)C2	138.21	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Cyclic ketones / Cyclohexenones
(4aR,6S,8aS)-6-acetyl-4a-hydroxy-4,8a-dimethyl-5,6,7,8-tetrahydro-1H-naphthalen-2-one	71681103	Click to see CC1=CC(=O)CC2(C1(CC(CC2)C(=O)C)O)C	236.31	unknown	via CMAUP database
(4aR)-7-acetyl-1,4a-dimethyl-3,4,5,6-tetrahydronaphthalen-2-one	71681245	Click to see CC1=C2C=C(CCC2(CCC1=O)C)C(=O)C	218.29	unknown	via CMAUP database
(4aS)-7-[(2R)-1,2-dihydroxypropan-2-yl]-4a-methyl-3,4,5,6-tetrahydronaphthalen-2-one	162876885	Click to see CC12CCC(=CC1=CC(=O)CC2)C(C)(CO)O	236.31	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
(4aS)-7-[(2S)-1,2-dihydroxypropan-2-yl]-4a-methyl-3,4,5,6-tetrahydronaphthalen-2-one	162876886	Click to see CC12CCC(=CC1=CC(=O)CC2)C(C)(CO)O	236.31	unknown	https://doi.org/10.1016/J.PHYTOL.2011.11.009
(8aS)-4,8a-dimethyl-7,8-dihydro-1H-naphthalene-2,6-dione	162970640	Click to see CC1=CC(=O)CC2(C1=CC(=O)CC2)C	190.24	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
1a-Methyl-7-propan-2-yl-2,3,5,6,7,7b-hexahydronaphtho[1,2-b]oxiren-4-one	74976278	Click to see CC(C)C1CCC(=O)C2=C1C3C(O3)(CC2)C	220.31	unknown	https://doi.org/10.1002/HLCA.200900040
4-Hydroxy-11,12,13-trinor-5-eudesmen-7-one	15153217	Click to see CC12CCCC(C1=CC(=O)CC2)(C)O	194.27	unknown	via CMAUP database
5,6-Dihydroxy-6-methyl-4-propan-2-yl-2,3,4,5,7,8-hexahydronaphthalen-1-one	78381802	Click to see CC(C)C1CCC(=O)C2=C1C(C(CC2)(C)O)O	238.32	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1002/HLCA.200900040
7,8-dihydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one	74990434	Click to see CC12CCC(C(C1=CC(=O)CC2)(C)O)O	210.27	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114 https://doi.org/10.1016/S0960-894X(01)00413-9
8-hydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one	72746331	Click to see CC12CCCC(C1=CC(=O)CC2)(C)O	194.27	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
OxyphyllaneneA	122402647	Click to see CC1=CC(=O)CC2(C1CC(=O)CC2)C	192.25	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
Oxyphyllenodiol A	10082923	Click to see CC(C)C1CCC(=O)C2=C1C(C(CC2)(C)O)O	238.32	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1021/NP020078O
Oxyphyllenodiol B	5279294	Click to see CC(C)C1CCC(=O)C2=C1C(C(CC2)(C)O)O	238.32	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1002/HLCA.200900040 https://doi.org/10.1021/NP020078O
Oxyphyllenone A	10262534	Click to see CC12CCC(C(C1=CC(=O)CC2)(C)O)O	210.27	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114 https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1021/NP020078O
Oxyphyllenone B	44310512	Click to see CC12CCC(C(C1=CC(=O)CC2)(C)O)O	210.27	unknown	https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1021/NP020078O
Oxyphyllone C	44255203	Click to see CC(C)C1CCC(=O)C2=C1C3C(O3)(CC2)C	220.31	unknown	https://doi.org/10.1002/HLCA.200900040
Teuhetenone A	15153216	Click to see CC12CCCC(C1=CC(=O)CC2)(C)O	194.27	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
> Organic oxygen compounds / Organooxygen compounds / Ethers / Dialkyl ethers
1-Methyl-3-propan-2-yloxycyclohexane	5319690	Click to see CC1CCCC(C1)OC(C)C	156.26	unknown	via CMAUP database
> Organoheterocyclic compounds / Dihydrofurans / Furanones / Butenolides
D-ascorbic acid	54690394	Click to see C(C(C1C(=C(C(=O)O1)O)O)O)O	176.12	unknown	via CMAUP database
> Organoheterocyclic compounds / Epoxides
(1S,4S,6S,8E,12S)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.04,6]tridec-8-ene	12014673	Click to see CC1(CC2C(O2)(CCC3C(O3)(CC=C1)C)C)C	236.35	unknown	via CMAUP database
Humulene epoxide	5352470	Click to see CC1=CCCC2(C(O2)CC(C=CC1)(C)C)C	220.35	unknown	via CMAUP database
> Organoheterocyclic compounds / Heteroaromatic compounds
1-((1R,2R,3R)-2-(3-Isopropylfuran-2-yl)-3-methylcyclopentyl)ethanone	12309974	Click to see CC1CCC(C1C2=C(C=CO2)C(C)C)C(=O)C	234.33	unknown	via CMAUP database
Ethanone, 1-[(1R,2R,3R)-3-methyl-2-[3-(1-methylethyl)-2-furanyl]cyclopentyl]-	6428388	Click to see CC1CCC(C1C2=C(C=CO2)C(C)C)C(=O)C	234.33	unknown	via CMAUP database
Furopelargone A	6451194	Click to see CC1CCC(C1C2=C(C=CO2)C(C)C)C(=O)C	234.33	unknown	via CMAUP database
> Organoheterocyclic compounds / Oxanes
Eucalyptol	2758	Click to see CC1(C2CCC(O1)(CC2)C)C	154.25	unknown	via CMAUP database
> Organoheterocyclic compounds / Oxepanes
Oxyphyllanene C	57335616	Click to see CC1=C2C3C(O3)(CCC2(CCC1=O)C)C(=O)C	234.29	unknown	https://doi.org/10.1016/J.BMCL.2011.12.114
> Organoheterocyclic compounds / Pyridines and derivatives / Pyridinecarboxylic acids and derivatives / Pyridinecarboxylic acids
Nicotinic acid	938	Click to see C1=CC(=CN=C1)C(=O)O	123.11	unknown	via CMAUP database
> Organoheterocyclic compounds / Tetrahydrofurans
Linalyl oxide	22310	Click to see CC1(CCC(O1)C(C)(C)O)C=C	170.25	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Diarylheptanoids / Linear diarylheptanoids
(1E)-1-(4-Hydroxy-3-methoxyphenyl)-7-phenyl-1-hepten-3-one	6440365	Click to see COC1=C(C=CC(=C1)C=CC(=O)CCCCC2=CC=CC=C2)O	310.40	unknown	https://doi.org/10.1016/0378-8741(85)90025-X https://doi.org/10.1016/0031-9422(82)80061-7
1-(2,4-Dihydroxy-3-methoxyphenyl)-7-(4-methoxyphenyl)heptan-3-one	72708396	Click to see COC1=CC=C(C=C1)CCCCC(=O)CCC2=C(C(=C(C=C2)O)OC)O	358.40	unknown	via CMAUP database
1-(3-Methoxy-4-hydroxyphenyl)-7-phenylhept-1-en-3-one	154481	Click to see COC1=C(C=CC(=C1)C=CC(=O)CCCCC2=CC=CC=C2)O	310.40	unknown	https://doi.org/10.1016/0031-9422(82)80061-7
1-(3,5-Dihydroxy-4-methoxyphenyl)-7-phenylheptan-3-one	72708395	Click to see COC1=C(C=C(C=C1O)CCC(=O)CCCCC2=CC=CC=C2)O	328.40	unknown	via CMAUP database
4-(2-Hydroxy-7-phenylheptyl)-2-methoxyphenol	5320105	Click to see COC1=C(C=CC(=C1)CC(CCCCCC2=CC=CC=C2)O)O	314.40	unknown	via CMAUP database
Oxyphyllacinol	5320349	Click to see COC1=C(C=CC(=C1)CCC(CCCCC2=CC=CC=C2)O)O	314.40	unknown	via CMAUP database
Yakuchinone-A	133145	Click to see COC1=C(C=CC(=C1)CCC(=O)CCCCC2=CC=CC=C2)O	312.40	unknown	https://doi.org/10.1016/0378-8741(85)90025-X https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1016/0031-9422(81)85171-0 https://doi.org/10.1080/10575630108041261 https://doi.org/10.1055/S-2007-969667
> Phenylpropanoids and polyketides / Flavonoids / Flavans / Flavanones
Pinocembrin	68071	Click to see C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=CC=C3	256.25	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones
Chrysin	5281607	Click to see C1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O	254.24	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
3,5-Dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one	5378823	Click to see COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC)O)O	314.29	unknown	via CMAUP database
Izalpinin	5318691	Click to see COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=CC=C3)O	284.26	unknown	https://doi.org/10.1021/NP020078O
Kaempferide	5281666	Click to see COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O	300.26	unknown	via CMAUP database
Rhamnocitrin	5320946	Click to see COC1=CC(=C2C(=C1)OC(=C(C2=O)O)C3=CC=C(C=C3)O)O	300.26	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / O-methylated flavonoids / 7-O-methylated flavonoids
Apigenin 7,4'-dimethyl ether	5281601	Click to see COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC)O	298.29	unknown	via CMAUP database
Tectochrysin	5281954	Click to see COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=CC=C3)O	268.26	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271690/ https://doi.org/10.1016/S0960-894X(01)00413-9 https://doi.org/10.1016/J.FITOTE.2013.04.001 https://doi.org/10.1021/NP020078O
> Phenylpropanoids and polyketides / Stilbenes
Oxyresveratrol	5281717	Click to see C1=CC(=C(C=C1O)O)C=CC2=CC(=CC(=C2)O)O	244.24	unknown	via CMAUP database

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Alpinia oxyphylla

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