Summary

IMPPAT Phytochemical identifier: IMPHY001364

Phytochemical name: Vanicoside A

Synonymous chemical names:
vanicoside a

External chemical identifiers:
CID:44575681, ChEMBL:CHEMBL454490, ZINC:ZINC000169358757

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Chemical structure information

SMILES:
COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](O[C@]3(COC(=O)/C=C/c4ccc(cc4)O)O[C@@H]([C@H]([C@@H]3OC(=O)/C=C/c3ccc(cc3)O)O)COC(=O)/C=C/c3ccc(cc3)O)[C@@H]([C@H]([C@@H]2O)O)OC(=O)C)ccc1O

InChI:
InChI=1S/C51H50O21/c1-29(52)68-48-47(63)45(61)39(26-65-42(58)23-13-33-9-20-37(56)38(25-33)64-2)69-50(48)72-51(28-67-43(59)22-11-31-5-16-35(54)17-6-31)49(70-44(60)24-12-32-7-18-36(55)19-8-32)46(62)40(71-51)27-66-41(57)21-10-30-3-14-34(53)15-4-30/h3-25,39-40,45-50,53-56,61-63H,26-28H2,1-2H3/b21-10+,22-11+,23-13+,24-12+/t39-,40-,45-,46-,47+,48-,49+,50+,51+/m1/s1

InChIKey:
RNXDQKHOEWIRNH-FSZFHJIYSA-N

DeepSMILES:
COccc/C=C/C=O)OC[C@H]O[C@@H]O[C@]COC=O)/C=C/cccccc6))O))))))))))O[C@@H][C@H][C@@H]5OC=O)/C=C/cccccc6))O))))))))))O))COC=O)/C=C/cccccc6))O))))))))))))))[C@@H][C@H][C@@H]6O))O))OC=O)C))))))))))))ccc6O

Functional groups:
CC(=O)OC, CO, C[C@](C)(OC)O[C@@H](C)OC, c/C=C/C(=O)OC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OCC1CCCC(OC2(COC(=O)C=Cc3ccccc3)OC(COC(=O)C=Cc3ccccc3)CC2OC(=O)C=Cc2ccccc2)O1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OCC1CCCC(OC2(COC(O)CCC3CCCCC3)OC(COC(O)CCC3CCCCC3)CC2OC(O)CCC2CCCCC2)O1

Scaffold Graph level:
CC(CCC1CCCCC1)CCC1CCCC(CC2(CCC(C)CCC3CCCCC3)CC(CCC(C)CCC3CCCCC3)CC2CC(C)CCC2CCCCC2)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic acids and derivatives

ClassyFire Class: Carboxylic acids and derivatives

ClassyFire Subclass: Pentacarboxylic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 1.073

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Chemical structure download