Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID003421

Phytochemical name: [(3aR,4S,6Z,10E,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate

Synonymous chemical names:
onopordopicrin, Onopordopicrin

External chemical identifiers:
CID:CID_6440861, ChEMBL:CHEMBL522604, ZINC:ZINC000033955026

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Chemical structure information

SMILES:
OC/C/1=C/[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C\CC1)/C)OC(=O)C(=C)CO

InChI:
InChI=1S/C19H24O6/c1-11-5-4-6-14(10-21)8-16-17(13(3)19(23)25-16)15(7-11)24-18(22)12(2)9-20/h5,8,15-17,20-21H,2-4,6-7,9-10H2,1H3/b11-5-,14-8+/t15-,16+,17+/m0/s1

InChIKey:
NOZAJYKZMCFNFG-DGKKXOEVSA-N

DeepSMILES:
OC/C=C/[C@H]OC=O)C=C)[C@@H]5[C@H]C/C=C\CC\%13)))/C)))OC=O)C=C)CO

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

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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: 3.345

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Chemical structure download