Summary

IMPPAT Phytochemical identifier: IMPHY010673

Phytochemical name: (3S,3aS,9aS,9bS)-3,6-dimethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione

Synonymous chemical names:
crepidiaside b

External chemical identifiers:
CID:101683332, ZINC:ZINC000096014906

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](OCC2=CC(=O)C3=C(C)CC[C@@H]4[C@@H]([C@@H]23)OC(=O)[C@H]4C)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C21H28O9/c1-8-3-4-11-9(2)20(27)30-19(11)15-10(5-12(23)14(8)15)7-28-21-18(26)17(25)16(24)13(6-22)29-21/h5,9,11,13,15-19,21-22,24-26H,3-4,6-7H2,1-2H3/t9-,11-,13+,15-,16+,17-,18+,19-,21+/m0/s1

InChIKey:
BUHZTPLXMFRPCK-CKCUUXPSSA-N

DeepSMILES:
OC[C@H]O[C@@H]OCC=CC=O)C=CC)CC[C@@H][C@@H][C@@H]%107)OC=O)[C@H]5C)))))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CC1=CC(=O)C(=C(C)C)C1, CO, COC(C)=O, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2CCC=C3C(=O)C=C(COC4CCCCO4)C3C2O1

Scaffold Graph/Node level:
OC1CC2CCCC3C(O)CC(COC4CCCCO4)C3C2O1

Scaffold Graph level:
CC1CC2CCCC3C(C)CC(CCC4CCCCC4)C3C2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Carbohydrates and carbohydrate conjugates

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Guaiane sesquiterpenoids

NP-Likeness score: 2.714

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Chemical structure download