Melampodium leucanthum, commonly known as the plains blackfoot or blackfoot daisy, is an herbaceous perennial plant in the family Asteraceae. It is native to the Sonoran Desert, where it grows on limestone-containing rocky slopes. This plant is an attractive ornamental with showy flowers and a long bloom period, from March to November.

Synonyms Top

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Common names Top

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Language	Common/alternative name
English	plains blackfoot
English	blackfoot daisy
Macedonian	низинска црноношка
Thai	กระดุมเงิน
Chinese	紫脉星花

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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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Northern America click to expand
- Mexico
  - Mexico Northeast
  - Mexico Northwest
- North-central U.S.A.
  - Kansas
  - Oklahoma
- Northwestern U.S.A.
  - Colorado
- South-central U.S.A.
  - New Mexico
  - Texas
- Southwestern U.S.A.
  - Arizona

Links to other databases Top

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Database	ID/link to page
World Flora Online	wfo-0000025541
USDA Plants	MELE2
Tropicos	2701032
KEW	urn:lsid:ipni.org:names:232106-1
The Plant List	gcc-124679
Open Tree Of Life	824824
NCBI Taxonomy	183048
Nature Serve	2.150722
IPNI	232106-1
iNaturalist	82469
GBIF	3139009
Freebase	/m/011q0ldd
EPPO	MEMLE
EOL	820071
USDA GRIN	23909
Wikipedia	Melampodium_leucanthum
CMAUP	NPO18602

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

Predicting geographic distribution and habitat suitability of Opuntia streptacantha in paleoclimatic, current, and future scenarios in Mexico

Cruz‐Jiménez I, Delgado‐Sánchez P, Guerrero‐González MD, Puente‐Martínez R, Flores J, De‐Nova JA

Ecol Evol

01-May-2023

PMCID:	PMC10151206
doi:	10.1002/ece3.10050
PMID:	37143992

Geographic patterns of genomic diversity and structure in the C4 grass Panicum hallii across its natural distribution

Palacio-Mejía JD, Grabowski PP, Ortiz EM, Silva-Arias GA, Haque T, Des Marais DL, Bonnette J, Lowry DB, Juenger TE

AoB Plants

06-Jan-2021

PMCID:	PMC7937184
doi:	10.1093/aobpla/plab002
PMID:	33708370

Population genomics and climate adaptation of a C4 perennial grass, Panicum hallii (Poaceae)

Gould BA, Palacio-Mejia JD, Jenkins J, Mamidi S, Barry K, Schmutz J, Juenger TE, Lowry DB

BMC Genomics

01-Nov-2018

PMCID:	PMC6211516
doi:	10.1186/s12864-018-5179-7
PMID:	30384830

Texas Native Plants Yield Compounds with Cytotoxic Activities against Prostate Cancer Cells

Shaffer CV, Cai S, Peng J, Robles AJ, Hartley RM, Powell DR, Du L, Cichewicz RH, Mooberry SL

J Nat Prod

19-Jan-2016

PMCID:	PMC4860899
doi:	10.1021/acs.jnatprod.5b00908
PMID:	26785306

Melampodium leucanthum, a source of cytotoxic sesquiterpenes with antimitotic activities.

Robles AJ, Peng J, Hartley RM, Lee B, Mooberry SL

J Nat Prod

27-Mar-2015

PMCID:	PMC4749154
doi:	10.1021/NP500768S
PMID:	25685941

Melampodium leucanthum, a Source of Cytotoxic Sesquiterpenes with Antimitotic Activities

Robles AJ, Peng J, Hartley RM, Lee B, Mooberry SL

J Nat Prod

16-Feb-2015

PMCID:	PMC4749154
doi:	10.1021/np500768s
PMID:	25685941

Ploidy frequencies in plants with ploidy heterogeneity: fitting a general gametic model to empirical population data

Suda J, Herben T

Proc Biol Sci

22-Jan-2013

PMCID:	PMC3574409
doi:	10.1098/rspb.2012.2387
PMID:	23193129

The Evolutionary History Of The White-Rayed Species Of Melampodium (Asteraceae) Involved Multiple Cycles Of Hybridization And Polyploidization

Rebernig CA, Weiss-Schneeweiss H, Blöch C, Turner B, Stuessy TF, Obermayer R, Villaseñor JL, Schneeweiss GM

Am J Bot

29-May-2012

PMCID:	PMC4268502
doi:	10.3732/ajb.1100539
PMID:	22645096

Two new germacranolides from Melampodium leucanthum and their reductive and oxidative rearrangements

Errol J. Olivier, Donald L. Perry, Nikolaus H. Fischer

American Chemical Society (ACS)

12-Mar-2005

doi:	10.1021/JO01308A017

Melcanthin A, B, and C, three new cis-1(10),cis-4,5-germacranolides from Melampodium leucanthum (Compositae, Helianthae)

Nikolaus H. Fischer, Fred C. Seaman, Russell A. Wiley, Klaus D. Haegele

American Chemical Society (ACS)

12-Mar-2005

doi:	10.1021/JO00420A021

Melampodinin, leucanthinin, and melampolidin, three new melampolides from Melampodium (Compositae)

Nikolaus H. Fischer, Russell A. Wiley, Donald L. Perry, Klaus D. Haegele

American Chemical Society (ACS)

11-Mar-2005

doi:	10.1021/JO00887A005

New germacranolide sesquiterpene dilactones from the genus Melampodium (Compositae)

Donald L. Perry, Nikolaus H. Fischer

American Chemical Society (ACS)

11-Mar-2005

doi:	10.1021/JO00912A003

The isolation and first X-ray crystal structure of two new germacra-cis-1(10), cis-4-dien-trans-6α, 12-olides from Melampodium

Nikolaus H. Fischer, Arcelio J. Malcolm, Errol J. Olivier, Frank R. Fronczek, Terry J. Delord, Steven F. Watkins

Royal Society of Chemistry (RSC)

30-Mar-2004

doi:	10.1039/C39820001243

Melampodin, a new germacranolide from Melampodium leucanthum Torr. and Gray var. leucanthum(compositae)

N. H. Fischer, R. Wiley, J. D. Wander

Royal Society of Chemistry (RSC)

29-Mar-2004

doi:	10.1039/C39720000137

A guaianolide and four melampolides from Melampodium leucanthum

Leovigildo Quijano, Isabel S. Nuñez, Frank R. Fronczek, Nikolaus H. Fischer

Elsevier BV

04-Mar-2003

doi:	10.1016/S0031-9422(97)00025-3

Phytochemical Profile Top

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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
> Alkaloids and derivatives / Aporphines
Anolobine	164710	Click to see C1CNC2CC3=C(C=CC(=C3)O)C4=C2C1=CC5=C4OCO5	281.30	unknown	via CMAUP database
Anonaine	160597	Click to see C1CNC2CC3=CC=CC=C3C4=C2C1=CC5=C4OCO5	265.31	unknown	via CMAUP database
Asimilobine	160875	Click to see COC1=C(C=C2CCNC3C2=C1C4=CC=CC=C4C3)O	267.32	unknown	via CMAUP database
Atherospermidine	77514	Click to see COC1=C2C(=C3C4=CC=CC=C4C(=O)C5=NC=CC1=C35)OCO2	305.30	unknown	via CMAUP database
Boldine 2-methyl ether	16573	Click to see CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)OC)OC	341.40	unknown	via CMAUP database
Dicentrinone	177744	Click to see COC1=C(C=C2C(=C1)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O)OC	335.30	unknown	via CMAUP database
Isocorydine	10143	Click to see CN1CCC2=CC(=C(C3=C2C1CC4=C3C(=C(C=C4)OC)O)OC)OC	341.40	unknown	via CMAUP database
Lanuginosine	97622	Click to see COC1=CC2=C(C=C1)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O	305.30	unknown	via CMAUP database
Laurotetanine	31415	Click to see COC1=C(C2=C3C(CC4=CC(=C(C=C42)OC)O)NCCC3=C1)OC	327.40	unknown	via CMAUP database
Liriodenine	10144	Click to see C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=CC=CC=C53	275.26	unknown	via CMAUP database
Lysicamine	122691	Click to see COC1=C(C2=C3C(=C1)C=CN=C3C(=O)C4=CC=CC=C42)OC	291.30	unknown	via CMAUP database
Norisocorydine	12313549	Click to see COC1=C(C2=C(CC3C4=C2C(=C(C=C4CCN3)OC)OC)C=C1)O	327.40	unknown	via CMAUP database
Norstephalagine	133381	Click to see COC1=C2C(=C3C4=CC=CC=C4CC5C3=C1CCN5)OCO2	295.30	unknown	via CMAUP database
O-Nornuciferine	197017	Click to see CN1CCC2=CC(=C(C3=C2C1CC4=CC=CC=C43)OC)O	281.30	unknown	via CMAUP database
Oxoglaucine	97662	Click to see COC1=C(C2=C3C(=C1)C=CN=C3C(=O)C4=CC(=C(C=C42)OC)OC)OC	351.40	unknown	via CMAUP database
Romucosine	10734687	Click to see COC(=O)N1CCC2=CC3=C(C4=C2C1CC5=CC=CC=C54)OCO3	323.30	unknown	via CMAUP database
Romucosine H	5320994	Click to see COC1=C(C2=C(CC3C4=C2C(=C(C=C4CCN3C(=O)OC)OC)OC)C=C1)O	385.40	unknown	via CMAUP database
Xylopine	160503	Click to see COC1=CC2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5	295.30	unknown	via CMAUP database
> Alkaloids and derivatives / Aporphines / Hydroxy-7-aporphines
Michelalbine	10378981	Click to see C1CNC2C(C3=CC=CC=C3C4=C2C1=CC5=C4OCO5)O	281.30	unknown	via CMAUP database
Ushinsunine	197018	Click to see CN1CCC2=CC3=C(C4=C2C1C(C5=CC=CC=C54)O)OCO3	295.30	unknown	via CMAUP database
> Alkaloids and derivatives / Proaporphines
(4S)-10,11-dimethoxyspiro[5-azatricyclo[6.3.1.04,12]dodeca-1(12),8,10-triene-2,4'-cyclohexa-2,5-diene]-1'-one	830726	Click to see COC1=C(C2=C3C(CC24C=CC(=O)C=C4)NCCC3=C1)OC	297.30	unknown	via CMAUP database
Pronuciferine, (-)-	793841	Click to see CN1CCC2=CC(=C(C3=C2C1CC34C=CC(=O)C=C4)OC)OC	311.40	unknown	via CMAUP database
> Alkaloids and derivatives / Protoberberine alkaloids and derivatives
Corydalmine	161665	Click to see COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C(=C(C=C4)O)OC)OC	341.40	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Halobenzoic acids and derivatives / Halobenzoic acids
3-Chlorobenzoic acid	447	Click to see C1=CC(=CC(=C1)Cl)C(=O)O	156.56	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
4-Hydroxybenzoic acid	135	Click to see C1=CC(=CC=C1C(=O)O)O	138.12	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives / Gallic acid and derivatives
3,4,5-Trimethoxybenzoic acid	8357	Click to see COC1=CC(=CC(=C1OC)OC)C(=O)O	212.20	unknown	via CMAUP database
Syringic acid	10742	Click to see COC1=CC(=CC(=C1O)OC)C(=O)O	198.17	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / M-methoxybenzoic acids and derivatives
Methyl vanillate	19844	Click to see COC1=C(C=CC(=C1)C(=O)OC)O	182.17	unknown	via CMAUP database
Vanillic Acid	8468	Click to see COC1=C(C=CC(=C1)C(=O)O)O	168.15	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Methoxybenzoic acids and derivatives / P-methoxybenzoic acids and derivatives
3-Hydroxy-4-methoxybenzoic acid	12575	Click to see COC1=C(C=C(C=C1)C(=O)O)O	168.15	unknown	via CMAUP database
Methyl 3-hydroxy-4-methoxybenzoate	4056967	Click to see COC1=C(C=C(C=C1)C(=O)OC)O	182.17	unknown	via CMAUP database
Methyl 4-methoxybenzoate	8499	Click to see COC1=CC=C(C=C1)C(=O)OC	166.17	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / p-Hydroxybenzoic acid esters / p-Hydroxybenzoic acid alkyl esters
Methylparaben	7456	Click to see COC(=O)C1=CC=C(C=C1)O	152.15	unknown	via CMAUP database
> Benzenoids / Phenols / Methoxyphenols
(2S)-3-(4-hydroxy-3,5-dimethoxyphenyl)propane-1,2-diol	86330909	Click to see COC1=CC(=CC(=C1O)OC)CC(CO)O	228.24	unknown	via CMAUP database
Isovanillin	12127	Click to see COC1=C(C=C(C=C1)C=O)O	152.15	unknown	via CMAUP database
n-Dihydroferuloyltyramine	16119667	Click to see COC1=C(C=CC(=C1)CCC(=O)NCCC2=CC=C(C=C2)O)O	315.40	unknown	via CMAUP database
Syringaldehyde	8655	Click to see COC1=CC(=CC(=C1O)OC)C=O	182.17	unknown	via CMAUP database
Vanillin	1183	Click to see COC1=C(C=CC(=C1)C=O)O	152.15	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans
(+)-Lirioresinol C	11796268	Click to see COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC	418.40	unknown	via CMAUP database
Episyringaresinol	12309694	Click to see COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC	418.40	unknown	via CMAUP database
Syringaresinol, (+)-	443023	Click to see COC1=CC(=CC(=C1O)OC)C2C3COC(C3CO2)C4=CC(=C(C(=C4)OC)O)OC	418.40	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Lignan glycosides
Acanthoside D	21603207	Click to see COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C3C4COC(C4CO3)C5=CC(=C(C(=C5)OC)OC6C(C(C(C(O6)CO)O)O)O)OC	742.70	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols
[5-[2-(1,6-Dihydroxy-4-methylhex-4-enyl)-2-methyl-7-oxo-3,4-dihydrooxepin-6-yl]-2-methylpent-2-enyl] acetate	163011251	Click to see CC(=CCO)CCC(C1(CCC=C(C(=O)O1)CCC=C(C)COC(=O)C)C)O	394.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Kaurane diterpenoids
(16R)-17-Hydroxykaura-18-oic acid	44575990	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)CO)(C)C(=O)O	320.50	unknown	via CMAUP database
(1S,4R,9R,10R,13R,14S)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol	12112093	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)C	306.50	unknown	via CMAUP database
(1S,4S,5R,9S,10R,13R,14R)-14-(dimethoxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid	46210308	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)C(OC)OC)(C)C(=O)O	364.50	unknown	via CMAUP database
(4R)-17-Acetoxykauran-18-oic acid	102425890	Click to see CC(=O)OCC1CC23CCC4C(C2CCC1C3)(CCCC4(C)C(=O)O)C	362.50	unknown	via CMAUP database
[(1S,4S,5R,9S,10R,13R,14R)-5-(hydroxymethyl)-5,9-dimethyl-14-tetracyclo[11.2.1.01,10.04,9]hexadecanyl]methanol	46210166	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)CO)C)CO	306.50	unknown	via CMAUP database
16alphaH-17,19-ent-kauranediol	102594837	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)CO)C)CO	306.50	unknown	via CMAUP database
16beta,17-Dihydroxy-ent-kaurane-19-oic acid	469209	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)O	336.50	unknown	via CMAUP database
17-Hydroxykaura-18-oic acid	46210307	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)CO)(C)C(=O)O	320.50	unknown	via CMAUP database
Diterpenoid SP-II	442023	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)O	336.50	unknown	via CMAUP database
ent-Kauran-16-beta-ol	21593607	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(C)O)C)C	290.50	unknown	via CMAUP database
Kaurane-16alpha,17-diol	13816761	Click to see CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)C	306.50	unknown	via CMAUP database
Kaurenoic acid	73062	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(=C)C4)(C)C(=O)O	302.50	unknown	via CMAUP database
Methyl 16alpha,17-dihydroxy-ent-kauran-19-oate	46233487	Click to see CC12CCCC(C1CCC34C2CCC(C3)C(C4)(CO)O)(C)C(=O)OC	350.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Villanovane, atisane, trachylobane or helvifulvane diterpenoids / Atisane diterpenoids
(5beta,8alpha,9beta,10alpha,12alpha,16R)-16,17-Dihydroxyatisane-18-oic acid methyl ester	25006930	Click to see CC12CCCC(C1CCC34C2CC(CC3)C(C4)(CO)O)(C)C(=O)OC	350.50	unknown	via CMAUP database
methyl (1S,4S,5R,9S,10R,12S,13R)-13-(acetyloxymethyl)-13-hydroxy-5,9-dimethyltetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate	25006927	Click to see CC(=O)OCC1(CC23CCC1CC2C4(CCCC(C4CC3)(C)C(=O)OC)C)O	392.50	unknown	via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
Leucanthin A	73353397	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C=CC=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5 https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (1R,2Z,4S,6R,7E,9R,10S,11S)-9-acetyloxy-10-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	122178696	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=CC4C(O4)C=C(C2OC(=O)C)C(=O)OC)OC(=O)C3=C	448.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1R,4S,6R,7E,9R,10S,11S)-9-acetyloxy-10-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	162818820	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=CC4C(O4)C=C(C2OC(=O)C)C(=O)OC)OC(=O)C3=C	448.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1S,2R,4S,5Z,7E,9R,10S,11R)-9-acetyloxy-10-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-5,7-diene-8-carboxylate	122178694	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C=CC=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1S,2R,4S,7E,9R,10S,11R)-9-acetyloxy-10-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-5,7-diene-8-carboxylate	162958521	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C=CC=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1S,2S,4R,5Z,7E,9S,10S,11R)-9-acetyloxy-10-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradeca-5,7-diene-8-carboxylate	162958522	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C=CC=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://doi.org/10.1016/S0031-9422(00)91107-5
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Diterpene lactones
[(Z,6S,7S)-8-[(2R)-4-[(Z)-5-acetyloxy-4-methylpent-3-enyl]-5-oxo-2H-furan-2-yl]-6,7-dihydroxy-3,7-dimethyloct-2-enyl] acetate	163195386	Click to see CC(=CCOC(=O)C)CCC(C(C)(CC1C=C(C(=O)O1)CCC=C(C)COC(=O)C)O)O	452.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[(Z)-2-methyl-5-[(2R)-5-oxo-2-[(Z,2R,3R)-2,3,8-trihydroxy-2,6-dimethyloct-6-enyl]-2H-furan-4-yl]pent-2-enyl] acetate	162914964	Click to see CC(=CCO)CCC(C(C)(CC1C=C(C(=O)O1)CCC=C(C)COC(=O)C)O)O	410.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[2-methyl-5-[5-oxo-2-(2,3,8-trihydroxy-2,6-dimethyloct-6-enyl)-2H-furan-4-yl]pent-2-enyl] acetate	162914963	Click to see CC(=CCO)CCC(C(C)(CC1C=C(C(=O)O1)CCC=C(C)COC(=O)C)O)O	410.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[8-[4-(5-acetyloxy-4-methylpent-3-enyl)-5-oxo-2H-furan-2-yl]-6,7-dihydroxy-3,7-dimethyloct-2-enyl] acetate	163013025	Click to see CC(=CCOC(=O)C)CCC(C(C)(CC1C=C(C(=O)O1)CCC=C(C)COC(=O)C)O)O	452.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Eudesmanolides, secoeudesmanolides, and derivatives
methyl (3aS,4S,5S,5aR,9aS,9bR)-5-acetyloxy-4-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-9-methyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-benzo[g][1]benzofuran-5a-carboxylate	122178693	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=CC=CC4(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	446.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Germacranolides and derivatives
9-Acetoxymelnerin A	90475807	Click to see CC(C)C(=O)OC1C2C(CC(CCC=C(C1OC(=O)C)C(=O)OC)CO)OC(=O)C2=C	438.50	unknown	https://doi.org/10.1021/JO01308A017
leucanthin B	44584274	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C5C(O5)C=C(C2OC(=O)C)C(=O)O)C)OC(=O)C3=C	464.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Melampodin-A-AC	5477121	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C4C(O4)C=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5 https://doi.org/10.1016/S0031-9422(97)00025-3
Melcanthin B	5477245	Click to see CC=C(C)C(=O)OC1C=C(CC(CC(C(C2C1C(=C)C(=O)O2)OC(=O)C)C(=O)OC)O)CO	466.50	unknown	https://doi.org/10.1021/JO00420A021
methyl (1R,2Z,4S,6R,7E,9S,10S,11S)-9-acetyloxy-10-[(2R,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-3-methyl-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	132561056	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C4C(O4)C=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	462.40	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5 https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (1S,2E,4S,6R,7E,9S,10S,11S)-9-acetyloxy-10-[(2R,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-3-methyl-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	162971757	Click to see CC1=CC2C(C(C(C(=CC3C1O3)C(=O)OC)OC(=O)C)OC(=O)C(C)(C(C)OC(=O)C)O)C(=C)C(=O)O2	522.50	unknown	https://doi.org/10.1021/JO00912A003
methyl (1S,2R,4R,5R,7E,9R,10S,11R)-9-acetyloxy-10-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-5-hydroxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate	163024267	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	480.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (1S,2R,4R,5R,7R,8E,10R,11S,12R)-10-acetyloxy-11-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-13-methylidene-14-oxo-3,6,15-trioxatetracyclo[10.3.0.02,4.05,7]pentadec-8-ene-9-carboxylate	122178695	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C5C(O5)C=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	478.40	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1S,2R,4S,5R,7E,9R,10S,11R)-9-acetyloxy-10-[(2S,3S)-2,3-dimethyloxirane-2-carbonyl]oxy-5-hydroxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate	122178697	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	480.50	unknown	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4749154/
methyl (1S,2S,4S,5S,7R,8E,10S,11S,12R)-10-acetyloxy-11-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-4-methyl-13-methylidene-14-oxo-3,6,15-trioxatetracyclo[10.3.0.02,4.05,7]pentadec-8-ene-9-carboxylate	162818821	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C5C(O5)C=C(C2OC(=O)C)C(=O)OC)C)OC(=O)C3=C	478.40	unknown	https://doi.org/10.1016/S0031-9422(00)91107-5
methyl (1S,2Z,4R,6S,7E,9S,10R,11S)-10-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-3-methyl-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	163191447	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C4C(O4)C=C(C2O)C(=O)OC)C)OC(=O)C3=C	420.40	unknown	https://doi.org/10.1039/C39720000137
methyl (1S,4R,6S,9S,10R,11S)-10-[(2S,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-3-methyl-12-methylidene-13-oxo-5,14-dioxatricyclo[9.3.0.04,6]tetradeca-2,7-diene-8-carboxylate	163015801	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C4C(O4)C=C(C2O)C(=O)OC)C)OC(=O)C3=C	420.40	unknown	https://doi.org/10.1039/C39720000137
methyl (3aR,4R,5R,6E,9R,10E,11aS)-5-acetyloxy-4-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	163085761	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	464.50	unknown	https://doi.org/10.1021/JO00887A005
methyl (3aR,4R,5S,6E,8R,10E,11aS)-5-acetyloxy-8-hydroxy-10-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162925946	Click to see CC=C(C)C(=O)OC1C2C(C=C(CC(C=C(C1OC(=O)C)C(=O)OC)O)CO)OC(=O)C2=C	464.50	unknown	https://doi.org/10.1021/JO00420A021
methyl (3aR,4R,6E,10E,11aR)-4-[(2R,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	101316810	Click to see CC1=CC2C(C(CC(=CCC1)C(=O)OC)OC(=O)C(C)(C(C)OC(=O)C)O)C(=C)C(=O)O2	450.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5 https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aR,4R,6E,10E,11aS)-4-[(2R,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoyl]oxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162920864	Click to see CC1=CC2C(C(CC(=CCC1)C(=O)OC)OC(=O)C(C)(C(C)OC(=O)C)O)C(=C)C(=O)O2	450.50	unknown	https://doi.org/10.1021/JO00887A005
methyl (3aR,4R,6E,10R,11aR)-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	101708812	Click to see CC(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	380.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aR,4R,6E,10R,11aR)-10-(hydroxymethyl)-4-(3-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	101708813	Click to see CC(C)CC(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	394.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aR,4R,6E,9S,10E,11aR)-4-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162878224	Click to see CC1C(O1)(C)C(=O)OC2CC(=CCC(C(=CC3C2C(=C)C(=O)O3)C)O)C(=O)OC	406.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aR,4S,5R,6E,8R,10E,11aS)-5-acetyloxy-8-hydroxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	163023869	Click to see CC(C)C(=O)OC1C2C(C=C(CC(C=C(C1OC(=O)C)C(=O)OC)O)CO)OC(=O)C2=C	452.50	unknown	https://doi.org/10.1021/JO00420A021
methyl (3aR,4S,5R,6E,8R,10E,11aS)-8-hydroxy-10-(hydroxymethyl)-3-methylidene-4,5-bis(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162934820	Click to see CC(C)C(=O)OC1C2C(C=C(CC(C=C(C1OC(=O)C(C)C)C(=O)OC)O)CO)OC(=O)C2=C	480.50	unknown	https://doi.org/10.1039/C39820001243
methyl (3aS,4R,5R,6E,8R,10E,11aR)-8-hydroxy-10-(hydroxymethyl)-5-[(2S)-2-methylbutanoyl]oxy-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162912906	Click to see CCC(C)C(=O)OC1C(C2C(C=C(CC(C=C1C(=O)OC)O)CO)OC(=O)C2=C)OC(=O)C(C)C	494.50	unknown	https://doi.org/10.1039/C39820001243
methyl (3aS,4R,6E,10R,11aR)-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	21600227	Click to see CC(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	380.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aS,4R,6E,10R,11aR)-10-(hydroxymethyl)-4-[(2R)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	162876699	Click to see CCC(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	394.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aS,4R,6E,10R,11aR)-10-(hydroxymethyl)-4-[(Z)-2-methylbut-2-enoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	14191383	Click to see CC=C(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	392.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aS,4S,5R,6E,8S,10E,11aR)-5-acetyloxy-8-hydroxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	73354912	Click to see CC(C)C(=O)OC1C2C(C=C(CC(C=C(C1OC(=O)C)C(=O)OC)O)CO)OC(=O)C2=C	452.50	unknown	via CMAUP database
methyl (3aS,4S,5R,6E,9S,10E,11aR)-5-acetyloxy-4-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	163085760	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	464.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
methyl (3aS,4S,5S,6E,10S,11aR)-5-acetyloxy-10-(hydroxymethyl)-4-[(2R)-2-methylbutanoyl]oxy-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	101277383	Click to see CCC(C)C(=O)OC1C2C(CC(CCC=C(C1OC(=O)C)C(=O)OC)CO)OC(=O)C2=C	452.50	unknown	https://doi.org/10.1021/JO01308A017
methyl (3aS,4S,5S,6E,9R,10E,11aR)-5-acetyloxy-4-[(2R,3R)-2,3-dimethyloxirane-2-carbonyl]oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	101316802	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	464.50	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5 https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	73797391	Click to see CC(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	380.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 10-(hydroxymethyl)-4-(2-methylbut-2-enoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	162899684	Click to see CC=C(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	392.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 10-(hydroxymethyl)-4-(2-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	73833395	Click to see CCC(C)C(=O)OC1CC(=CCCC(CC2C1C(=C)C(=O)O2)CO)C(=O)OC	394.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 4-(2,3-dimethyloxirane-2-carbonyl)oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	162878223	Click to see CC1C(O1)(C)C(=O)OC2CC(=CCC(C(=CC3C2C(=C)C(=O)O3)C)O)C(=O)OC	406.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 5-acetyloxy-10-(hydroxymethyl)-3-methylidene-4-(2-methylpropanoyloxy)-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	73833388	Click to see CC(C)C(=O)OC1C2C(CC(CCC=C(C1OC(=O)C)C(=O)OC)CO)OC(=O)C2=C	438.50	unknown	https://doi.org/10.1021/JO01308A017
Methyl 5-acetyloxy-10-(hydroxymethyl)-4-(2-methylbutanoyloxy)-3-methylidene-2-oxo-3a,4,5,8,9,10,11,11a-octahydrocyclodeca[b]furan-6-carboxylate	73833389	Click to see CCC(C)C(=O)OC1C2C(CC(CCC=C(C1OC(=O)C)C(=O)OC)CO)OC(=O)C2=C	452.50	unknown	https://doi.org/10.1021/JO01308A017
Methyl 5-acetyloxy-4-(2,3-dimethyloxirane-2-carbonyl)oxy-9-hydroxy-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-6-carboxylate	163085759	Click to see CC1C(O1)(C)C(=O)OC2C3C(C=C(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	464.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
Methyl 9-acetyloxy-10-(2,3-dimethyloxirane-2-carbonyl)oxy-5-hydroxy-4-methyl-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate	163024266	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(O4)(C(CC=C(C2OC(=O)C)C(=O)OC)O)C)OC(=O)C3=C	480.50	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Guaianolides and derivatives
(14-Methyl-5-methylidene-4,10-dioxo-3,11-dioxatetracyclo[7.5.1.02,6.012,15]pentadec-13-en-7-yl) 3-acetyloxy-2-hydroxy-2-methylbutanoate	163040447	Click to see CC1=CC2C3C1C4C(C(CC3C(=O)O2)OC(=O)C(C)(C(C)OC(=O)C)O)C(=C)C(=O)O4	434.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
[(1R,2R,6R,7R,9R,12S,15R)-14-methyl-5-methylidene-4,10-dioxo-3,11-dioxatetracyclo[7.5.1.02,6.012,15]pentadec-13-en-7-yl] (2R,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate	101709713	Click to see CC1=CC2C3C1C4C(C(CC3C(=O)O2)OC(=O)C(C)(C(C)OC(=O)C)O)C(=C)C(=O)O4	434.40	unknown	https://doi.org/10.1016/S0031-9422(97)00025-3
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Steroidal glycosides / Steroidal saponins
(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol	162876756	Click to see CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)C)C)C)OC1	1373.50	unknown	https://doi.org/10.1021/JO00912A003
> 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
Sitoindoside I	9832350	Click to see CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(C4CC=C3C2)CCC5C(C)CCC(CC)C(C)C)C)C)O)O)O	815.30	unknown	via CMAUP database
Stigmasterol	5280794	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C	412.70	unknown	via CMAUP database
Stigmasterol glucoside	6602508	Click to see CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C	574.80	unknown	via CMAUP database
> Nucleosides, nucleotides, and analogues / Purine nucleosides
9-beta-d-Arabinofuranosylade-nine	12358320	Click to see C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)O)N	267.24	unknown	via CMAUP database
> Nucleosides, nucleotides, and analogues / Pyrimidine nucleosides
Uridine	6029	Click to see C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)O	244.20	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Peptides / Oligopeptides
Cherimolacyclopeptide A	11205172	Click to see CCC(C)C1C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N1)CC(C)C)CCSC)C(C)O)CCC(=O)N	838.00	unknown	via CMAUP database
Cherimolacyclopeptide C	11216146	Click to see CCC(C)C1C(=O)N2CCCC2C(=O)N3CCCC3C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC4=CNC5=CC=CC=C54)C)C	692.80	unknown	via CMAUP database
Cherimolacyclopeptide D	11599937	Click to see CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1)CC(=O)N)CC(C)C)C(C)O)C(C)C	652.70	unknown	via CMAUP database
Cherimolacyclopeptide F	101773878	Click to see CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)N3CCCC3C(=O)NCC(=O)NC(C(=O)NCC(=O)N1)CCSC)CCSC)CC(C)C)CC4=CC=C(C=C4)O	960.20	unknown	via CMAUP database
cyclo[Ala-Pro-Gly-Ala-Val-Pro-Ile-Tyr]	11585828	Click to see CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)N1)C(C)C)C)C)CC4=CC=C(C=C4)O	768.90	unknown	via CMAUP database
cyclo[Gly-Leu-Gly-Phe-Tyr-Pro]	71608845	Click to see CC(C)CC1C(=O)NCC(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)N1)CC3=CC=C(C=C3)O)CC4=CC=CC=C4	634.70	unknown	via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
[(1R,2R,6S,7E,11S)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,12(15)-dien-11-yl] acetate	163055943	Click to see CC(=O)OC1CCC(=CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	334.30	unknown	https://doi.org/10.1021/JO00912A003
[(1R,2R,6S,7Z,11S)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,12(15)-dien-11-yl] 2-methylpropanoate	163041653	Click to see CC(C)C(=O)OC1CCC(=CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	362.40	unknown	https://doi.org/10.1021/JO00912A003
[(1R,2S,6R,8R,11S)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadec-12(15)-en-11-yl] 2-methylpropanoate	163049637	Click to see CC(C)C(=O)OC1CCC(CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	364.40	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[(1R,2S,6R,8R,11S)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadec-12(15)-en-11-yl] acetate	162911554	Click to see CC(=O)OC1CCC(CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	336.30	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[8-(Hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadec-12(15)-en-11-yl] 2-methylpropanoate	163049636	Click to see CC(C)C(=O)OC1CCC(CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	364.40	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
[8-(Hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.02,6]pentadec-12(15)-en-11-yl] acetate	162911553	Click to see CC(=O)OC1CCC(CC2C(C3C=C1C(=O)O3)C(=C)C(=O)O2)CO	336.30	unknown	https://doi.org/10.1016/S0031-9422(00)82545-5
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
Koaburaside monomethyl ether	636454	Click to see COC1=CC(=CC(=C1OC)OC)OC2C(C(C(C(O2)CO)O)O)O	346.33	unknown	via CMAUP database
Thalictoside	21629843	Click to see C1=CC(=CC=C1CC[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O	329.30	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Benzaldehydes / Hydroxybenzaldehydes
4-Hydroxybenzaldehyde	126	Click to see C1=CC(=CC=C1C=O)O	122.12	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Benzoquinones / P-benzoquinones
2,6-Dimethoxyquinone	68262	Click to see COC1=CC(=O)C=C(C1=O)OC	168.15	unknown	via CMAUP database
> Organoheterocyclic compounds / Indoles and derivatives / Indoles / 3-alkylindoles
Cheritamine	101428698	Click to see CCCCC=CCCCCCCCCCCCCCCCCCCCCCCCC(=O)NCCC1=CNC2=CC=CC=C21	593.00	unknown	via CMAUP database
> Organoheterocyclic compounds / Isoquinolines and derivatives / Benzylisoquinolines
(R)-1-[(4-Hydroxyphenyl)methyl]-5,6-dimethoxy-1,2,3,4-tetrahydroisoquinolin-7-ol	101687011	Click to see COC1=C2CCNC(C2=CC(=C1OC)O)CC3=CC=C(C=C3)O	315.40	unknown	via CMAUP database
1-[Hydroxy(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol	637078	Click to see COC1=C(C=C2C(=C1)C=CN=C2C(C3=CC=C(C=C3)O)O)O	297.30	unknown	via CMAUP database
1alpha-(3-Methoxy-4-hydroxybenzyl)-2-methyl-1,2,3,4-tetrahydro-6-methoxyisoquinoline-7-ol	14357385	Click to see CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)O)OC)O)OC	329.40	unknown	via CMAUP database
Annocherine B	5319094	Click to see COC1=C(C=C2C(=C1)C=CN=C2C(C3=CC=C(C=C3)O)OC)O	311.30	unknown	via CMAUP database
> Organoheterocyclic compounds / Isoquinolines and derivatives / Isoquinolones and derivatives
7-Hydroxy-6-methoxy-2-methylisoquinolin-1-one	59620302	Click to see CN1C=CC2=CC(=C(C=C2C1=O)O)OC	205.21	unknown	via CMAUP database
Cherianoine	5315819	Click to see CN1C=CC2=CC(=C(C(=C2C1=O)OC)O)OC	235.24	unknown	via CMAUP database
Thalifoline	89048	Click to see CN1CCC2=CC(=C(C=C2C1=O)O)OC	207.23	unknown	via CMAUP database
> 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 / Pyrrolidines / Pyrrolidine carboxylic acids and derivatives / Pyrrolidinecarboxamides
2-Oxopyrrolidine-1-carboxamide	326996	Click to see C1CC(=O)N(C1)C(=O)N	128.13	unknown	via CMAUP database
> Organoheterocyclic compounds / Quinolines and derivatives / Quinolones and derivatives / Pyranoquinolines
4H-pyrano[3,4-c]quinolin-4-one	638628	Click to see C1=CC=C2C(=C1)C3=C(C=N2)C(=O)OC=C3	197.19	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives
3-(3,4-Dihydroxyphenyl)-N-phenethylpropenamide, (E)-	11391937	Click to see C1=CC=C(C=C1)CCNC(=O)C=CC2=CC(=C(C=C2)O)O	283.32	unknown	via CMAUP database
cis-Caffeoyltyramine	16119508	Click to see C1=CC(=CC=C1CCNC(=O)C=CC2=CC(=C(C=C2)O)O)O	299.32	unknown	via CMAUP database
FERULOYL-beta-PHENETHYLAMINE	11162295	Click to see COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=CC=C2)O	297.30	unknown	via CMAUP database
n-cis-Feruloyltyramine	6440659	Click to see COC1=C(C=CC(=C1)C=CC(=O)NCCC2=CC=C(C=C2)O)O	313.30	unknown	via CMAUP database
N-Feruloyl-3-methoxytyramine, (Z)-	5322166	Click to see COC1=C(C=CC(=C1)CCNC(=O)C=CC2=CC(=C(C=C2)O)OC)O	343.40	unknown	via CMAUP database
N-trans-feruloylmethoxytyramine	5352115	Click to see COC1=C(C=CC(=C1)CCNC(=O)C=CC2=CC(=C(C=C2)O)OC)O	343.40	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
Paprazine	5372945	Click to see C1=CC(=CC=C1CCNC(=O)C=CC2=CC=C(C=C2)O)O	283.32	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Hydroxycinnamic acid esters / Coumaric acid esters
methyl (2Z)-3-(4-hydroxyphenyl)acrylate	12343877	Click to see COC(=O)C=CC1=CC=C(C=C1)O	178.18	unknown	via CMAUP database
Methyl 4-hydroxycinnamate	5319562	Click to see COC(=O)C=CC1=CC=C(C=C1)O	178.18	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Hydroxycinnamic acids
Ferulic acid	445858	Click to see COC1=C(C=CC(=C1)C=CC(=O)O)O	194.18	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Phenylpropanoic acids
3-(4-Hydroxyphenyl)propionic acid	10394	Click to see C1=CC(=CC=C1CCC(=O)O)O	166.17	unknown	via CMAUP database

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Melampodium leucanthum

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