Summary

IMPPAT Phytochemical identifier: IMPHY010157

Phytochemical name: Eucannabinolide

Synonymous chemical names:
eucannabinolide

External chemical identifiers:
CID:5281471, ChEMBL:CHEMBL4168503, ChEBI:5740, ZINC:ZINC000100059617, MolPort-001-740-199

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Chemical structure information

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

InChI:
InChI=1S/C22H28O8/c1-12-5-6-17(28-15(4)25)13(2)10-19-20(14(3)21(26)29-19)18(9-12)30-22(27)16(11-24)7-8-23/h5,7,10,17-20,23-24H,3,6,8-9,11H2,1-2,4H3/b12-5+,13-10-,16-7+/t17-,18+,19+,20+/m0/s1

InChIKey:
XYPJAWWDSQFSQA-RTZOPMFNSA-N

DeepSMILES:
OC/C=C/C=O)O[C@@H]C/C=C/C[C@@H]/C=C[C@@H][C@@H]%10C=C)C=O)O5))))))/C))OC=O)C))))))/C))))))CO

Functional groups:
C/C(C)=C/C, C/C=C(/C)C, C/C=C(C)C(=O)OC, C=C1CCOC1=O, CC(=O)OC, 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: 3.384

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Chemical structure download