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CHEBI:3941 - cucurbitacin B

ChEBI IDCHEBI:3941
ChEBI Namecucurbitacin B
Stars
DefinitionA cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated.
Last Modified7 February 2018
DownloadsMolfile

FormulaC32H46O8
Net Charge0
Average Mass558.712
Monoisotopic Mass558.31927
SMILES[H][C@@]12CC=C3C(C)(C)C(=O)[C@@H](O)C[C@@]3([H])[C@]1(C)C(=O)C[C@@]1(C)[C@@]2(C)C[C@@H](O)[C@]1([H])[C@@](C)(O)C(=O)/C=C/C(C)(C)OC(C)=O
InChIInChI=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
InChIKeyIXQKXEUSCPEQRD-DKRGWESNSA-N

Roles Classification

ChEBI Ontology
IUPAC Name 
(2S,4R,23E)-2,16β,20-trihydroxy-9β,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate
Synonyms  Source
2β,16α,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9β,10α-lanosta-5,23-dien-25-yl acetateChEBI
2β,16α,20,25-tetrahydroxy-9-methyl-19-nor-9β,10α-lanosta-5,23-diene-3,11,22-trione, 25-acetateChemIDplus
1,2-dihydro-α-elaterinChemIDplus
UniProt Name  Source
cucurbitacin BUniProt
Manual XrefsDatabases
C08794KEGG COMPOUND
LMST01010104LIPID MAPS
C00003683KNApSAcK
Registry NumbersSources
Reaxys:2068869Reaxys
CAS:6199-67-3KEGG COMPOUND
CAS:6199-67-3ChemIDplus
Citations