Summary

IMPPAT Phytochemical identifier: IMPHY007933

Phytochemical name: Cucurbitacin A

Synonymous chemical names:
cucurbitacin a

External chemical identifiers:
CID:5281315, ChEMBL:CHEMBL455518, ChEBI:3940, ZINC:ZINC000004097796, FDASRS:83859MTO77, SureChEMBL:SCHEMBL10307352, MolPort-039-141-863

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Chemical structure information

SMILES:
OC[C@]12C(=O)C[C@]3([C@@]([C@@H]2CC=C2[C@H]1C[C@H](O)C(=O)C2(C)C)(C)C[C@H]([C@@H]3[C@](C(=O)/C=C/C(OC(=O)C)(C)C)(O)C)O)C

InChI:
InChI=1S/C32H46O9/c1-17(34)41-27(2,3)12-11-23(37)31(8,40)25-21(36)14-29(6)22-10-9-18-19(13-20(35)26(39)28(18,4)5)32(22,16-33)24(38)15-30(25,29)7/h9,11-12,19-22,25,33,35-36,40H,10,13-16H2,1-8H3/b12-11+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1

InChIKey:
IHTCCHVMPGDDSL-IVNGUWCNSA-N

DeepSMILES:
OC[C@@]C=O)C[C@][C@@][C@@H]6CC=C[C@H]%10C[C@H]O)C=O)C6C)C))))))))))C)C[C@H][C@@H]5[C@]C=O)/C=C/COC=O)C)))C)C)))))O)C)))O))))C

Functional groups:
C/C=C/C(C)=O, CC(C)=O, CC=C(C)C, CO, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCC2C(=CCC3C4CCCC4CC(=O)C23)C1

Scaffold Graph/Node level:
OC1CCC2C(CCC3C4CCCC4CC(O)C23)C1

Scaffold Graph level:
CC1CCC2C(CCC3C4CCCC4CC(C)C23)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Steroids and steroid derivatives

ClassyFire Subclass: Cucurbitacins

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Cucurbitane triterpenoids, Lanostane, Tirucallane and Euphane triterpenoids

NP-Likeness score: 3.048

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Chemical structure download