CHEBI:62217 - 23,24-dihydrocucurbitacin B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 23,24-dihydrocucurbitacin B
ChEBI ID CHEBI:62217
Definition A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5; a hydroxy function at C-25 is acetylated.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C32H48O8
Net Charge 0
Average Mass 560.71870
Monoisotopic Mass 560.33492
InChI InChI=1S/C32H48O8/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/h10,19-22,25,34-35,39H,11-16H2,1-9H3/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1
InChIKey QZJJDOYZVRUEDY-NRNCYQGDSA-N
SMILES [H][C@@]12C[C@H](O)C(=O)C(C)(C)C1=CC[C@@]1([H])[C@]3(C)C[C@@H](O)[C@]([H])([C@@](C)(O)C(=O)CCC(C)(C)OC(C)=O)[C@@]3(C)CC(=O)[C@@]21C
Roles Classification
Biological Role(s): 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.
(via cucurbitacin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 23,24-dihydrocucurbitacin B (CHEBI:62217) has functional parent cucurbitacin B (CHEBI:3941)
23,24-dihydrocucurbitacin B (CHEBI:62217) is a 23,24-dihydrocucurbitacin (CHEBI:17320)
23,24-dihydrocucurbitacin B (CHEBI:62217) is a secondary α-hydroxy ketone (CHEBI:2468)
23,24-dihydrocucurbitacin B (CHEBI:62217) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(2S,4R)-2,16β,20-trihydroxy-9β,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholest-5-en-25-yl acetate
Synonyms Sources
23,24-dihydrocucurbitacin B UniProt
25-acetoxy-2β,16α,20-trihydroxy-10α-cucurbit-5-ene-3,11,22-trione ChEBI
2β,16α,20,25-tetrahydroxy-9-methyl-19-nor-9β,10α-lanost-5-ene-3,11,22-trione, 25-acetate ChEBI
2β,16α,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9β,10α-lanost-5-en-25-yl acetate ChEBI
dihydrocucurbitacin B ChEBI
Registry Number Type Source
3189530 Reaxys Registry Number Reaxys
Last Modified
06 February 2018