Summary

IMPPAT Phytochemical identifier: IMPHY011913

Phytochemical name: Cucurbitacin B

Synonymous chemical names:
cucurbitacin b, cucurbitacin-b, cucurbitacins b, curcubitacin b, datiscacin

External chemical identifiers:
CID:5281316, ChEMBL:CHEMBL508185, ChEBI:3941, ZINC:ZINC000004097797, FDASRS:0115W5MABF, SureChEMBL:SCHEMBL231815, MolPort-005-945-347

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Chemical structure information

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

InChI:
InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1

InChIKey:
IXQKXEUSCPEQRD-DKRGWESNSA-N

DeepSMILES:
CC=O)OC/C=C/C=O)[C@@][C@H][C@H]O)C[C@@][C@]5C)CC=O)[C@@][C@H]6CC=C[C@H]6C[C@H]O)C=O)C6C)C))))))))))C)))))C)))))O)C)))))C)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: 3.055

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Chemical structure download