Summary

IMPPAT Phytochemical identifier: IMPHY006252

Phytochemical name: 2-Butenoic acid, 2-methyl-, 2,3,3a,4,5,8,9,11a-octahydro-5,9-dihydroxy-6,10-dimethyl-3-methylene-2-oxocyclodeca(b)furan-4-yl ester, (3aS-(3aR*,4S*(Z),5S*,6E,9S*,10Z,11aS*))-

Synonymous chemical names:
zoapatanolide a

External chemical identifiers:
CID:6448268

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Chemical structure information

SMILES:
C/C=C(/C(=O)OC1C(O)/C(=CCC(/C(=CC2[C@@H]1C(=C)C(=O)O2)/C)O)/C)C

InChI:
InChI=1S/C20H26O6/c1-6-10(2)19(23)26-18-16-13(5)20(24)25-15(16)9-12(4)14(21)8-7-11(3)17(18)22/h6-7,9,14-18,21-22H,5,8H2,1-4H3/b10-6+,11-7-,12-9-/t14?,15?,16-,17?,18?/m0/s1

InChIKey:
BXFQVBKJGJTIAT-CGSFVSGYSA-N

DeepSMILES:
C/C=C/C=O)OCCO)/C=CCC/C=CC[C@@H]%10C=C)C=O)O5))))))/C))O))))/C))))))C

Functional groups:
C/C=C(C)C, C/C=C(C)C(=O)OC, C=C1CCOC1=O, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C=CCCC=CCCC12

Scaffold Graph/Node level:
CC1C(O)OC2CCCCCCCCC21

Scaffold Graph level:
CC1CC2CCCCCCCCC2C1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Germacrane sesquiterpenoids

NP-Likeness score: 3.365

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Chemical structure download