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CHEBI:32902 - gibberellin A4

Default Structure
ChEBI IDCHEBI:32902
ChEBI Namegibberellin A4
Stars
ASCII Namegibberellin A4
DefinitionA C19-gibberellin, initially identified in Gibberella fujikuroi and differing from gibberellin A1 by the substitution of the OH at C-7 (gibbane numbering) by H.
Secondary ChEBI IDsCHEBI:24244, CHEBI:29597, CHEBI:42806
Last Modified5 September 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H24O5
Net Charge0
Average Mass332.396
Monoisotopic Mass332.16237
SMILES[H][C@]12CC[C@]3([H])[C@](CC1=C)(C2)[C@@H](C(=O)O)[C@@]1([H])[C@@]32CC[C@H](O)[C@@]1(C)C(=O)O2
InChIInChI=1S/C19H24O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h10-14,20H,1,3-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1
InChIKeyRSQSQJNRHICNNH-NFMPGMCNSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
plant hormone  A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds.
ChEBI Ontology
Outgoing Relation(s)
gibberellin A4 (CHEBI:32902) has role plant metabolite (CHEBI:76924)
gibberellin A4 (CHEBI:32902) is a C19-gibberellin (CHEBI:20858)
gibberellin A4 (CHEBI:32902) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A4 (CHEBI:32902) is a lactone (CHEBI:25000)
gibberellin A4 (CHEBI:32902) is conjugate acid of gibberellin A4(1−) (CHEBI:73251)
Incoming Relation(s)
gibberellin A4 methyl ester (CHEBI:73252) has functional parent gibberellin A4 (CHEBI:32902)
gibberellin A4(1−) (CHEBI:73251) is conjugate base of gibberellin A4 (CHEBI:32902)
IUPAC Names 
(1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
(1S,2S,4aR,4bR,7R,9aR,10S,10aR)-2-hydroxy-1-methyl-8-methylidene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
2β-hydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms  Source
2β,4a-dihydroxy-1-methyl-8-methylene-4aα,4bβ-gibbane-1α,10β-dicarboxylic acid, 1,4a-lactoneChemIDplus
GA4ChemIDplus
gibberellin 4ChEBI
Gibberellin A4KEGG COMPOUND
GIBBERELLIN A4PDBeChem
Manual XrefsDatabases
C00000004KNApSAcK
C11864KEGG COMPOUND
CPD1F-137MetaCyc
DB07815DrugBank
GA4PDBeChem
LMPR0104170021LIPID MAPS
Registry NumbersSources
Beilstein:46820Beilstein
Reaxys:46820Reaxys
CAS:468-44-0ChemIDplus
CAS:468-44-0KEGG COMPOUND
Citations