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gibberellin A10

Go to external page http://purl.obolibrary.org/obo/CHEBI_142025

A C19-gibberellin, initially identified in Gibberella fujikuroi. It differs from gibberellin A1 in the absence of the beta-OH at C-9 and the alpha-OH at C-7, the substitution of the methylene group at C-8 by a beta-Me and the presence of an alpha-OH also at C-8 (all gibbane skeletal numberings).

Term info

Label

gibberellin A10

Synonyms
  • (1R,4aR,4bR,7R,8R,9aR,10S,10aR)-8-hydroxy-1,8-dimethyl-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
  • 8alpha-hydroxy-1beta,8beta-dimethyl-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid
  • gibberellin A10
database cross reference
Subsets

3_STAR

IUPAC NAME
8alpha-hydroxy-1beta,8beta-dimethyl-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibbane-10beta-carboxylic acid [ IUPAC ]

IUPAC NAME
(1R,4aR,4bR,7R,8R,9aR,10S,10aR)-8-hydroxy-1,8-dimethyl-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid [ IUPAC ]

charge

0

formula

C19H26O5

has obo namespace

chebi_ontology

id

CHEBI:142025

inchi

InChI=1S/C19H26O5/c1-16-6-3-7-19(24-15(16)22)11-5-4-10-8-18(11,9-17(10,2)23)12(13(16)19)14(20)21/h10-13,23H,3-9H2,1-2H3,(H,20,21)/t10-,11-,12-,13-,16-,17-,18-,19-/m1/s1

inchikey

WGVIRXSVGNPFAX-PXWMZSRESA-N

mass

334.407

monoisotopicmass

334.17802

smiles

[C@]12([C@@]3([C@@]([C@@]4(CC[C@@H]5C[C@@]4([C@H]3C(=O)O)C[C@@]5(C)O)[H])(OC1=O)CCC2)[H])C