Summary

IMPPAT Phytochemical identifier: IMPHY000018

Phytochemical name: (1alpha,2beta,5alpha,8alpha,10alpha)-1,10-Epoxy-2-hydroxy-3,7(11)-guaiadien-12,8-olide

Synonymous chemical names:
(1alpha,2beta,5alpha,8alpha,10alpha)-1,10-epoxy-2-hydroxy-3,7(11)-guaiadien-12,8-olide

External chemical identifiers:
CID:11299991, ChEMBL:CHEMBL501119, ZINC:ZINC000034456757

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Chemical structure information

SMILES:
CC1=C2C[C@H]3C(=C[C@H]([C@]43[C@@](C[C@@H]2OC1=O)(O4)C)O)C

InChI:
InChI=1S/C15H18O4/c1-7-4-12(16)15-10(7)5-9-8(2)13(17)18-11(9)6-14(15,3)19-15/h4,10-12,16H,5-6H2,1-3H3/t10-,11-,12+,14+,15+/m0/s1

InChIKey:
QKIQAUSGMKJYFS-CWFCOSEVSA-N

DeepSMILES:
CC=CC[C@H]C=C[C@H][C@@]5[C@@]C[C@@H]%10OC%13=O)))))O3)C)))O)))C

Functional groups:
CC(C)=CC, CC1=C(C)C(=O)OC1, CO, C[C@@]1(C)O[C@]1(C)C

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C2CC3C=CCC34OC4CC2O1

Scaffold Graph/Node level:
OC1CC2CC3CCCC34OC4CC2O1

Scaffold Graph level:
CC1CC2CC3CCCC34CC4CC2C1

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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: Guaiane sesquiterpenoids

NP-Likeness score: 3.469

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Chemical structure download