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CHEBI:62228 - 23,24-dihydrocucurbitacin E

ChEBI IDCHEBI:62228
ChEBI Name23,24-dihydrocucurbitacin E
Stars
DefinitionA 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 1 and 5; a hydroxy function at C-25 is acetylated.
Last Modified6 February 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC32H46O8
Net Charge0
Average Mass558.712
Monoisotopic Mass558.31927
SMILES[H][C@@]12CC=C3C(C)(C)C(=O)C(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)CCC(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/h10,14,19,21-22,25,34-35,39H,11-13,15-16H2,1-9H3/t19-,21-,22+,25+,29+,30-,31+,32+/m1/s1
InChIKeyXZBVNQWNPRMHRH-LAMASETHSA-N
Roles Classification
Biological Role:
allelochemical  A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
ChEBI Ontology
Outgoing Relation(s)
23,24-dihydrocucurbitacin E (CHEBI:62228) is a 23,24-dihydrocucurbitacin (CHEBI:17320)
23,24-dihydrocucurbitacin E (CHEBI:62228) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name 
(4R)-2,16α,20-trihydroxy-9β,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-2,5-dien-25-yl acetate
Synonyms  Source
2,16α,20,25-tetrahydroxy-9-methyl-19-nor-9β,10α-lanosta-1,5-diene-3,11,22-trione 25-acetateChEBI
25-acetyloxy-2,16α,20-trihydroxy-9β-methyl-19-nor-10α-lanosta-1,5-diene-3,11,22-trioneChEBI
Registry NumbersSources
Reaxys:7191103Reaxys