Summary

IMPPAT Phytochemical identifier: IMPHY011421

Phytochemical name: [(2Z,4S,8R,9R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-2-en-9-yl] (Z)-2-methylbut-2-enoate

Synonymous chemical names:
annuithrin

External chemical identifiers:
CID:131751566

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Chemical structure information

SMILES:
C/C=C(C(=O)O[C@@H]1CC2(C)OC(C[C@@H]2O)(/C(=C[C@H]2[C@@H]1C(=C)C(=O)O2)/C)O)/C

InChI:
InChI=1S/C20H26O7/c1-6-10(2)17(22)26-14-8-19(5)15(21)9-20(24,27-19)11(3)7-13-16(14)12(4)18(23)25-13/h6-7,13-16,21,24H,4,8-9H2,1-3,5H3/b10-6-,11-7-/t13-,14+,15-,16-,19?,20?/m0/s1

InChIKey:
WGVJNQGTZSPMCY-OPSRQTMMSA-N

DeepSMILES:
C/C=CC=O)O[C@@H]CCC)OCC[C@@H]5O)))/C=C[C@H][C@@H]9C=C)C=O)O5))))))/C))O))))))))/C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C=CC3CCC(CCC12)O3

Scaffold Graph/Node level:
CC1C(O)OC2CCC3CCC(CCC21)O3

Scaffold Graph level:
CC1CC2CCC3CCC(CCC2C1C)C3

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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: 3.547

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Chemical structure download