Summary

IMPPAT Phytochemical identifier: IMPHY003369

Phytochemical name: [(3aR,4S,6aR,8S,9S,9aS,9bS)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate

Synonymous chemical names:
19-desoxychlorojanerin, elegin

External chemical identifiers:
CID:182337, ChEMBL:CHEMBL4291503, ZINC:ZINC000004073948, MolPort-002-524-576

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Chemical structure information

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

InChI:
InChI=1S/C19H23ClO6/c1-8(2)17(22)25-12-5-9(3)11-6-13(21)19(24,7-20)15(11)16-14(12)10(4)18(23)26-16/h11-16,21,24H,1,3-7H2,2H3/t11-,12-,13-,14+,15-,16-,19+/m0/s1

InChIKey:
ONMAQPPVCANFPB-URUZQALBSA-N

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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCC2C(=C)C(=O)OC2C2CCCC12

Scaffold Graph/Node level:
CC1CCC2C(C)C(O)OC2C2CCCC12

Scaffold Graph level:
CC1CC2C(CCC(C)C3CCCC32)C1C

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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: 3.451

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Chemical structure download