Scientific name	Authority	First published in
Silphium solidaginoides	L.	Sp. Pl. : 920 (1753)
Heliopsis oppositifolia	(L.) Druce	Bot. Exch. Club Soc. Brit. Isles 3: 419. 1914
Heliopsis helianthodes	Kuntze	Revis. Gen. Pl. 1: 343 (1891)
Rudbeckia oppositifolia	L.	Sp. Pl. : 907 (1753)
Helepta parviflora	Raf.	Neogenyton : 3 (1825)
Heliopsis helianthoides	Britton, Sterns & Poggenb.	Prelim. Cat. (1888) 28 (1888)
Helepta angustifolia	Raf.	Neogenyton : 3 (1825)
Heliopsis helianthoides var. helianthoides	(L.) Sweet
Heliopsis helianthoides var. solidaginoides	(L.) Fernald	Rhodora 39: 456 (1937)
Buphthalmum helianthoides	L.	Sp. Pl. : 904 (1753)
Silphium helianthoides	L.	Sp. Pl. : 920 (1753)
Helepta grandiflora	Raf.	Neogenyton : 3 (1825)

Common names Top

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Filter by language:

Language	Common/alternative name
English	smooth oxeye
Czech	janeba drsná
German	garten-sonnenauge
Estonian	kare päikesesilm
Persian	آفتابگردان دروغین
Finnish	päivänsilmä
Finnish	isopäivänsilmä
Lithuanian	Šiurkštusis saulakis
Polish	słoneczniczek szorstki
Russian	Гелиопсис подсолнечниковый
Russian	Солнечник подсолнечниковидный
Russian	Гелиопсис подсолнечниковидный
Chinese	赛菊芋

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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Name	Authority	First published in
Heliopsis helianthoides var. scabra	(Dunal) Fernald	Rhodora 44: 340 (1942)

Subvarieties (abbr. subvar.) Top

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No subvariety added yet.

Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

Suggest a correction or add new data!

Sow seeds at 20°C, expecting germination within 3 months without further temperature treatment.

Distribution (via POWO/KEW) Top

Legend for the distribution data:

- Doubtful data

- Extinct

- Introduced

- Native

Asia-temperate click to expand
- Eastern Asia
  - Korea
- Middle Asia
  - Kazakhstan
  - Tadzhikistan
  - Turkmenistan
  - Uzbekistan

Europe click to expand
- Eastern Europe
  - Baltic States
  - Belarus
  - Ukraine
- Middle Europe
  - Austria
  - Germany
  - Hungary
  - Poland
- Northern Europe
  - Denmark
  - Great Britain
- Southeastern Europe
  - Italy
- Southwestern Europe
  - France

Northern America click to expand
- Eastern Canada
  - New Brunswick
  - Newfoundland
  - Ontario
  - Québec
- North-central U.S.A.
  - Illinois
  - Iowa
  - Kansas
  - Minnesota
  - Missouri
  - Nebraska
  - North Dakota
  - Oklahoma
  - South Dakota
  - Wisconsin
- Northeastern U.S.A.
  - Connecticut
  - Indiana
  - Maine
  - Massachusetts
  - Michigan
  - New Hampshire
  - New Jersey
  - New York
  - Ohio
  - Pennsylvania
  - Rhode Island
  - Vermont
  - West Virginia
- Northwestern U.S.A.
  - Colorado
- South-central U.S.A.
  - New Mexico
  - Texas
- Southeastern U.S.A.
  - Alabama
  - Arkansas
  - Delaware
  - Georgia
  - Kentucky
  - Louisiana
  - Maryland
  - Mississippi
  - North Carolina
  - South Carolina
  - Tennessee
  - Virginia
- Western Canada
  - Manitoba
  - Saskatchewan

Southern America click to expand
- Western South America
  - Colombia

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0000010572
Flora of Alabama	813
Canadensys	3210
USDA Plants	HEHE5
Tropicos	2700872
KEW	urn:lsid:ipni.org:names:213534-1
The Plant List	gcc-110239
Plantarium	42528
Missouri Botanical Garden	277204
Open Tree Of Life	661690
Observations.org	127755
NCBI Taxonomy	53723
NBN Atlas	NBNSYS0200002307
Nature Serve	2.154196
IPNI	213534-1
iNaturalist	130382
GBIF	5396474
Freebase	/m/0jwy1pl
WisFlora	3827
EPPO	HEFHE
EOL	595536
Elurikkus	5037
USDA GRIN	70331
Wikipedia	Heliopsis_helianthoides

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

Biological Control and Habitat Management for the Control of Onion Thrips, Thrips tabaci Lindeman (Thysanoptera: Thripidae), in Onion Production in Quebec, Canada

Gagnon AÈ, Fortier AM, Audette C

Insects

27-Mar-2024

PMCID:	PMC11050518
doi:	10.3390/insects15040232
PMID:	38667362

Native Microbes Amplify Native Seedling Establishment and Diversity While Inhibiting a Non-Native Grass

Koziol L, McKenna TP, Bever JD

Plants (Basel)

06-Mar-2023

PMCID:	PMC10005557
doi:	10.3390/plants12051184
PMID:	36904044

Identification of Gedunin from a Phytochemical Depository as a Novel Multidrug Resistance-Bypassing Tubulin Inhibitor of Cancer Cells

Khalid SA, Dawood M, Boulos JC, Wasfi M, Drif A, Bahramimehr F, Shahhamzehei N, Shan L, Efferth T

Molecules

09-Sep-2022

PMCID:	PMC9501561
doi:	10.3390/molecules27185858
PMID:	36144591

A Global Overview of Diversity and Phylogeny of the Rust Genus Uromyces

Gautam AK, Avasthi S, Verma RK, Sushma, Niranjan M, Devadatha B, Jayawardena RS, Suwannarach N, Karunarathna SC

J Fungi (Basel)

14-Jun-2022

PMCID:	PMC9224716
doi:	10.3390/jof8060633
PMID:	35736116

Reinventory of the vascular plants of Mormon Island Crane Meadows after forty years of restoration, invasion, and climate change

Caven AJ, Wiese JD

Heliyon

03-Jun-2022

PMCID:	PMC9192816
doi:	10.1016/j.heliyon.2022.e09640
PMID:	35711997

Endocannabinoid System as a Promising Therapeutic Target in Inflammatory Bowel Disease – A Systematic Review

Hryhorowicz S, Kaczmarek-Ryś M, Zielińska A, Scott RJ, Słomski R, Pławski A

Front Immunol

22-Dec-2021

PMCID:	PMC8727741
doi:	10.3389/fimmu.2021.790803
PMID:	35003109

Patch utilization and flower visitations by wild bees in a honey bee‐dominated, grassland landscape

Otto CR, Bailey LL, Smart AH

Ecol Evol

10-Oct-2021

PMCID:	PMC8571640
doi:	10.1002/ece3.8174
PMID:	34765148

The Volatile Phytochemistry of Seven Native American Aromatic Medicinal Plants

Lawson SK, Satyal P, Setzer WN

Plants (Basel)

25-May-2021

PMCID:	PMC8229852
doi:	10.3390/plants10061061
PMID:	34070663

Endocannabinoid System and Its Regulation by Polyunsaturated Fatty Acids and Full Spectrum Hemp Oils

Komarnytsky S, Rathinasabapathy T, Wagner C, Metzger B, Carlisle C, Panda C, Le Brun-Blashka S, Troup JP, Varadharaj S

Int J Mol Sci

22-May-2021

PMCID:	PMC8196941
doi:	10.3390/ijms22115479
PMID:	34067450

Examining the utility of DNA barcodes for the identification of tallgrass prairie flora

Herzog SA, Latvis M

Appl Plant Sci

24-Jan-2021

PMCID:	PMC7845766
doi:	10.1002/aps3.11405
PMID:	33552747

Floral Plantings in Large-Scale Commercial Agroecosystems Support Both Pollinators and Arthropod Predators

Middleton EG, MacRae IV, Philips CR

Insects

21-Jan-2021

PMCID:	PMC7910871
doi:	10.3390/insects12020091
PMID:	33494363

Foliar fungal endophyte community structure is independent of phylogenetic relatedness in an Asteraceae common garden

Whitaker BK, Christian N, Chai Q, Clay K

Ecol Evol

26-Nov-2020

PMCID:	PMC7771118
doi:	10.1002/ece3.6983
PMID:	33391689

Chemistry and Pharmacology of Alkylamides from Natural Origin

Elufioye TO, Habtemariam S, Adejare A

Rev Bras Farmacogn

09-Oct-2020

PMCID:	PMC7546144
doi:	10.1007/s43450-020-00095-5
PMID:	33071385

Current Aspects of the Endocannabinoid System and Targeted THC and CBD Phytocannabinoids as Potential Therapeutics for Parkinson’s and Alzheimer’s Diseases: a Review

Cooray R, Gupta V, Suphioglu C

Mol Neurobiol

19-Aug-2020

PMCID:	PMC7515854
doi:	10.1007/s12035-020-02054-6
PMID:	32813239

Prairie plants harbor distinct and beneficial root-endophytic bacterial communities

Adu-Oppong B, Mangan SA, Stein C, Catano CP, Myers JA, Dantas G

PLoS One

23-Jun-2020

PMCID:	PMC7310688
doi:	10.1371/journal.pone.0234537
PMID:	32574172

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 / Acetophenones
Tremetone	78673	Click to see CC(=C)C1CC2=C(O1)C=CC(=C2)C(=O)C	202.25	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Benzenoids / Phenol ethers / Anisoles
N-((3-Methoxyphenyl)methyl)octadeca-9,12,15-trienamide, (9Z,12Z,15Z)-	73353637	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)NCC1=CC(=CC=C1)OC	397.60	unknown	https://doi.org/10.1021/NP500292G
N-3-Methoxybenzyl9Z,12Z,15Z-octadeca-9,12,15-trienamide	146158776	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)NCC1=CC(=CC=C1)OC	397.60	unknown	https://doi.org/10.1021/NP500292G
> Lignans, neolignans and related compounds
Butanedioic acid, (1,3-benzodioxol-5-ylmethyl)(1,3-benzodioxol-5-ylmethylene)-, dimethyl ester, (E)-	124222282	Click to see COC(=O)C(CC1=CC2=C(C=C1)OCO2)C(=CC3=CC4=C(C=C3)OCO4)C(=O)OC	412.40	unknown	https://doi.org/10.1002/JLAC.198319830713 https://doi.org/10.1002/CHIN.198349152
dimethyl (2S,3Z)-2-(1,3-benzodioxol-5-ylmethyl)-3-(1,3-benzodioxol-5-ylmethylidene)butanedioate	129416160	Click to see COC(=O)C(CC1=CC2=C(C=C1)OCO2)C(=CC3=CC4=C(C=C3)OCO4)C(=O)OC	412.40	unknown	https://doi.org/10.1002/JLAC.198319830713
> Lignans, neolignans and related compounds / Arylnaphthalene lignans
Helioxanthin	177023	Click to see C1C2=C(C=C3C=CC4=C(C3=C2C5=CC6=C(C=C5)OCO6)OCO4)C(=O)O1	348.30	unknown	https://doi.org/10.1021/NP500508Y
> Lignans, neolignans and related compounds / Dibenzylbutane lignans
dimethyl (2R,3R)-2,3-bis(1,3-benzodioxol-5-ylmethyl)butanedioate	46894017	Click to see COC(=O)C(CC1=CC2=C(C=C1)OCO2)C(CC3=CC4=C(C=C3)OCO4)C(=O)OC	414.40	unknown	https://doi.org/10.1002/JLAC.198319830713
Dimethyl 2,3-bis(1,3-benzodioxol-5-ylmethyl)butanedioate	75229604	Click to see COC(=O)C(CC1=CC2=C(C=C1)OCO2)C(CC3=CC4=C(C=C3)OCO4)C(=O)OC	414.40	unknown	https://doi.org/10.1002/JLAC.198319830713 https://doi.org/10.1002/CHIN.198349152
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acid esters
(4,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl) 2-methylbut-2-enoate	162851743	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)O	360.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aR,4R,5R,9R,9aS,9bS)-4,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate	14138859	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)O	360.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aR,4R,5R,9S,9aS,9bS)-4,9-dihydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate	162851744	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)O	360.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Lipids and lipid-like molecules / Fatty Acyls / Fatty amides / N-acyl amines
(2E,4E,8E,10Z,14Z)-N-(2-methylpropyl)octadeca-2,4,8,10,14-pentaen-12-ynamide	118707905	Click to see CCCC=CC#CC=CC=CCCC=CC=CC(=O)NCC(C)C	325.50	unknown	https://doi.org/10.1002/JLAC.198319830713 https://doi.org/10.1021/NP500292G
(2E,4E,9Z)-N-(2-methylpropyl)hexadeca-2,4,9-trien-12,14-diynamide	118707906	Click to see CC#CC#CCC=CCCCC=CC=CC(=O)NCC(C)C	297.40	unknown	https://doi.org/10.1021/NP500292G
N-Benzyl-(9Z,12Z,15Z)-octadecatrienamide	68741582	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)NCC1=CC=CC=C1	367.60	unknown	https://doi.org/10.1021/NP500292G
N-Benzyl-linoleamide	68742556	Click to see CCCCCC=CCC=CCCCCCCCC(=O)NCC1=CC=CC=C1	369.60	unknown	https://doi.org/10.1021/NP500292G
N-benzyloctadeca-9,12-dienamide	77547621	Click to see CCCCCC=CCC=CCCCCCCCC(=O)NCC1=CC=CC=C1	369.60	unknown	https://doi.org/10.1021/NP500292G
N-benzyloctadeca-9,12,15-trienamide	77547517	Click to see CCC=CCC=CCC=CCCCCCCCC(=O)NCC1=CC=CC=C1	367.60	unknown	https://doi.org/10.1021/NP500292G
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Tigliane and ingenane diterpenoids / Phorbol esters
[(1R,2R,6R,10S,11R,13S,15R)-8-(acetyloxymethyl)-1,6-dihydroxy-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] 2-methylpropanoate	14239463	Click to see CC1CC2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)COC(=O)C)O)C)O)OC(=O)C(C)C	460.60	unknown	https://doi.org/10.1021/NP500292G
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Bicyclic monoterpenoids
Crispane	131752434	Click to see CC=C(C)C(=O)OC1C=C(C2(CCCCC2C1(C(C)C)O)C)C	320.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(E,5R)-1-[(2S,3R)-3-[2-[(2R,3R)-3-(hydroxymethyl)-2-methyloxiran-2-yl]ethyl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenon-3-en-5-ol	162889857	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC2(C(O2)CO)C)C)C)O	352.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(2R,3R)-3-[2-[(2R,3S)-3-[(E,5R)-5-hydroxy-4,8-dimethyl-7-methylidenenon-3-enyl]-3-methyloxiran-2-yl]ethyl]-3-methyloxiran-2-yl]methyl acetate	162858017	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC2(C(O2)COC(=O)C)C)C)C)O	394.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(Z)-5-[(2R,3S)-3-[(E,5R)-5-hydroxy-4,8-dimethyl-7-methylidenenon-3-enyl]-3-methyloxiran-2-yl]-3-methylpent-2-enyl] acetate	163022755	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC(=CCOC(=O)C)C)C)C)O	378.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[3-[2-[3-(5-Hydroxy-4,8-dimethyl-7-methylidenenon-3-enyl)-3-methyloxiran-2-yl]ethyl]-3-methyloxiran-2-yl]methyl acetate	162858016	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC2(C(O2)COC(=O)C)C)C)C)O	394.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[5-[3-(5-Hydroxy-4,8-dimethyl-7-methylidenenon-3-enyl)-3-methyloxiran-2-yl]-3-methylpent-2-enyl] acetate	163022754	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC(=CCOC(=O)C)C)C)C)O	378.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
1-[3-[2-[3-(Hydroxymethyl)-2-methyloxiran-2-yl]ethyl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenon-3-en-5-ol	162889856	Click to see CC(C)C(=C)CC(C(=CCCC1(C(O1)CCC2(C(O2)CO)C)C)C)O	352.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
Lapidine	6440625	Click to see CC=C(C)C(=O)OC1CC(=CC(=O)C2(C1C(CC2)(C(C)C)O)C)C	334.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Agarofurans
[(1S,2R,4S,5R,6R,7S,9R)-5-acetyloxy-2,6,10,10-tetramethyl-7-[(E)-3-phenylprop-2-enoyl]oxy-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] 2-methylbutanoate	101609239	Click to see CCC(C)C(=O)OC1CC(C23CC(CC(C2(C1OC(=O)C)C)OC(=O)C=CC4=CC=CC=C4)C(O3)(C)C)C	526.70	unknown	https://doi.org/10.1021/NP500292G
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Aromadendrane sesquiterpenoids / 5,10-cycloaromadendrane sesquiterpenoids
(1R,2R,4S,7S,8S,11S)-3,3,7,11-tetramethyltetracyclo[5.4.0.01,8.02,4]undecan-10-one	163092264	Click to see CC1C(=O)CC2C13C2(CCC4C3C4(C)C)C	218.33	unknown	https://doi.org/10.1002/JLAC.198319830713
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Germacrane sesquiterpenoids
(S,1Z,6Z)-8-Isopropyl-1-methyl-5-methylenecyclodeca-1,6-diene	91723653	Click to see CC1=CCCC(=C)C=CC(CC1)C(C)C	204.35	unknown	https://doi.org/10.1002/CHIN.198349152
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids / Triquinane sesquiterpenoids / Angular triquinanes
(2R,5S,8S)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.01,5]undecane	90658163	Click to see CC1CCC2(C13CCCC3(CC2=C)C)C	204.35	unknown	https://doi.org/10.1002/CHIN.198349152
Isocomene	188113	Click to see CC1CCC2(C13CCCC3(C=C2C)C)C	204.35	unknown	https://doi.org/10.1002/CHIN.198349152
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Triterpene glycosides / Triterpene saponins
[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate	49799273	Click to see CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)CO)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)OC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O	1677.80	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones / Germacranolides and derivatives
(4-Acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl) 2-methylbut-2-enoate	162930758	Click to see CC=C(C)C(=O)OC1C(C2C(C=C(CCC=C1C)C)OC(=O)C2=C)OC(=O)C	388.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(7-Acetyloxy-14-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradec-9-en-8-yl) 2-methylbut-2-enoate	163069722	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C4C(C3(C)O)O4)OC(=O)C2=C)OC(=O)C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(8-Acetyloxy-11-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-7-yl) 2,3-dimethyloxirane-2-carboxylate	14138856	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)C(C5C4(O5)C)O)OC(=O)C3=C	434.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(8-Acetyloxy-14-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradec-9-en-7-yl) 2-methylbut-2-enoate	163028551	Click to see CC=C(C)C(=O)OC1C2C(C3C(=C(C1OC(=O)C)C)C4C(C3(C)O)O4)OC(=O)C2=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(8-Acetyloxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-7-yl) 2,3-dimethyloxirane-2-carboxylate	14138852	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)CC5C4(O5)C)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(1S,2S,6R,7R,8R,11R,12R,14S)-7-hydroxy-9,14-dimethyl-11-[(Z)-2-methylbut-2-enoyl]oxy-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	163029657	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C(C4C3(O4)C)OC(=O)C(=CC)C)OC(=O)C2=C)O	458.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(1S,2S,6S,7R,8R,11R,12R,14S)-8-acetyloxy-11-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-7-yl] (2S,3S)-2,3-dimethyloxirane-2-carboxylate	162886380	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)C(C5C4(O5)C)O)OC(=O)C3=C	434.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(1S,2S,6S,7R,8R,11R,13R,14S)-7-acetyloxy-14-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradec-9-en-8-yl] (Z)-2-methylbut-2-enoate	14138868	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C4C(C3(C)O)O4)OC(=O)C2=C)OC(=O)C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(1S,2S,6S,7R,8R,11R,13R,14S)-8-acetyloxy-14-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradec-9-en-7-yl] (Z)-2-methylbut-2-enoate	14138870	Click to see CC=C(C)C(=O)OC1C2C(C3C(=C(C1OC(=O)C)C)C4C(C3(C)O)O4)OC(=O)C2=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(1S,2S,6S,7R,8R,12R,14S)-8-acetyloxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-7-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate	163000210	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)CC5C4(O5)C)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,6E,10E,11aR)-4-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-5-yl] (Z)-2-methylbut-2-enoate	14138845	Click to see CC=C(C)C(=O)OC1C(C2C(C=C(CCC=C1C)C)OC(=O)C2=C)OC(=O)C	388.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[7-Hydroxy-9,14-dimethyl-11-(2-methylbut-2-enoyloxy)-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-8-yl] 2-methylbut-2-enoate	163029656	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C(C4C3(O4)C)OC(=O)C(=CC)C)OC(=O)C2=C)O	458.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
Zoapatanolide A	6448268	Click to see CC=C(C)C(=O)OC1C2C(C=C(C(CC=C(C1O)C)O)C)OC(=O)C2=C	362.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
Zoapatanolide B	5458914	Click to see CC=C(C)C(=O)OC1C(C2C(C=C(C(CC=C1C)O)C)OC(=O)C2=C)O	362.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Organic acids and derivatives / Carboximidic acids and derivatives / Carboximidic acids
(2E,4E,9E,12E)-N-(2-methylbutyl)hexadeca-2,4,9,12-tetraenamide	118707907	Click to see CCCC=CCC=CCCCC=CC=CC(=O)NCC(C)CC	317.50	unknown	https://doi.org/10.1021/NP500292G
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
(4-Acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl) 2,3-dimethyloxirane-2-carboxylate	14138881	Click to see CC1C(O1)(C)C(=O)OC2C(C3C(C4=C(C=CC4=C2C)C)OC(=O)C3=C)OC(=O)C	400.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(4-acetyloxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl) 2-methylbut-2-enoate	163002164	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)OC(=O)C	402.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(5-acetyloxy-3,6,9-trimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate	14138846	Click to see CC1C2C(C3C(=CCC3=C(C(C2OC(=O)C4(C(O4)C)C)OC(=O)C)C)C)OC1=O	404.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(5-Acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate	14138848	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=CCC4=C(C2OC(=O)C)C)C)OC(=O)C3=C	402.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(5-Acetyloxy-7-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate	14138850	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=CC(C4=C(C2OC(=O)C)C)O)C)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
(5-acetyloxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl) 2,3-dimethyloxirane-2-carboxylate	14138863	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)C=CC4(C)O)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,7S,9aS,9bR)-5-acetyloxy-7-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate	162897048	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=CC(C4=C(C2OC(=O)C)C)O)C)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,9aS,9bR)-5-acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate	163030174	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=CCC4=C(C2OC(=O)C)C)C)OC(=O)C3=C	402.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,9bS)-4-acetyloxy-6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,9b-tetrahydroazuleno[4,5-b]furan-5-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate	163018292	Click to see CC1C(O1)(C)C(=O)OC2C(C3C(C4=C(C=CC4=C2C)C)OC(=O)C3=C)OC(=O)C	400.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,9R,9aS,9bS)-4-acetyloxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate	163002165	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)OC(=O)C	402.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,9R,9aS,9bS)-5-acetyloxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate	162927819	Click to see CC1C(O1)(C)C(=O)OC2C3C(C4C(=C(C2OC(=O)C)C)C=CC4(C)O)OC(=O)C3=C	418.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3aS,4R,5R,9S,9aS,9bS)-4-acetyloxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-5-yl] (Z)-2-methylbut-2-enoate	14138862	Click to see CC=C(C)C(=O)OC1C(C2C(C3C(=C1C)C=CC3(C)O)OC(=O)C2=C)OC(=O)C	402.40	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
[(3S,3aS,4R,5R,9aS,9bR)-5-acetyloxy-3,6,9-trimethyl-2-oxo-3a,4,5,7,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate	163190093	Click to see CC1C2C(C3C(=CCC3=C(C(C2OC(=O)C4(C(O4)C)C)OC(=O)C)C)C)OC1=O	404.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Organic oxygen compounds / Organooxygen compounds / Ethers / Diarylethers
(1R,16S)-9,10,25-trimethoxy-15,30-dimethyl-7,23-dioxa-15,30-diazaheptacyclo[22.6.2.23,6.218,21.18,12.027,31.016,35]heptatriaconta-3(37),4,6(36),8(35),9,11,18,20,24,26,31,33-dodecaen-32-ol	162914405	Click to see CN1CCC2=CC(=C3C(=C2C1CC4=CC=C(C=C4)OC5=C6C(CC7=CC=C(CO3)C=C7)N(CCC6=CC(=C5OC)OC)C)O)OC	622.70	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Organoheterocyclic compounds / Benzofurans
5-Acetyl-6-methoxy-2-propan-2-ylidene-1-benzofuran-3-one	14138879	Click to see CC(=C1C(=O)C2=CC(=C(C=C2O1)OC)C(=O)C)C	246.26	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Organoheterocyclic compounds / Naphthofurans
(3Ar,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one	10868725	Click to see CC1(CCCC2(C1CCC3(C2CC(=O)O3)C)C)C	250.38	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
2-(3a,6,6,9a-Tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-ylidene)butane-1,4-diol	163105655	Click to see CC1(CCCC2(C1CCC3(C2CC(=C(CCO)CO)O3)C)C)C	322.50	unknown	https://doi.org/10.1016/0031-9422(88)80133-X
> Organoheterocyclic compounds / Quinolidines
Luciduline	442480	Click to see CC1CC2CC(=O)C3CC2C(C1)N(C3)C	207.31	unknown	https://doi.org/10.1021/NP500292G

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Heliopsis helianthoides

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