CHEBI:62218 - 23,24-dihydrocucurbitacin D

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ChEBI Name 23,24-dihydrocucurbitacin D
ChEBI ID CHEBI:62218
Definition A 23,24-dihydrocucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O7
Net Charge 0
Average Mass 518.68200
Monoisotopic Mass 518.32435
InChI InChI=1S/C30H46O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,17-20,23,31-32,36-37H,10-15H2,1-8H3/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1
InChIKey ITMUUFDDBRYVNJ-VOKXYEOFSA-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)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 D (CHEBI:62218) is a 23,24-dihydrocucurbitacin (CHEBI:17320)
23,24-dihydrocucurbitacin D (CHEBI:62218) is a secondary α-hydroxy ketone (CHEBI:2468)
23,24-dihydrocucurbitacin D (CHEBI:62218) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(2S,4R)-2,16,20,25-tetrahydroxy-9β,10,14-trimethyl-4,9-cyclo-9,10-seco-16α-cholest-5-ene-1,11,22-trione
Synonyms Sources
2β,16α,20,25- tetrahydroxy-9β-methyl-19-nor-10α-lanost-5-ene-3,11,22-trione ChEBI
2β,16α,20,25-tetrahydroxy-10α-cucurbit-5-ene-3,11,22-trione ChEBI
Registry Number Type Source
2513994 Reaxys Registry Number Reaxys
Last Modified
06 February 2018