CHEBI:32902 - gibberellin A4

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gibberellin A4
ChEBI ID CHEBI:32902
ChEBI ASCII Name gibberellin A4
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:29597, CHEBI:42806, CHEBI:24244
Supplier Information
Download Molfile XML SDF
Formula C19H24O5
Net Charge 0
Average Mass 332.39090
Monoisotopic Mass 332.16237
InChI InChI=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
InChIKey RSQSQJNRHICNNH-NFMPGMCNSA-N
SMILES [H][C@]12CC[C@]3([H])[C@](CC1=C)(C2)[C@@H](C(O)=O)[C@]1([H])[C@@]2(C)[C@@H](O)CC[C@@]31OC2=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via gibberellin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
2β,4a-dihydroxy-1-methyl-8-methylene-4aα,4bβ-gibbane-1α,10β-dicarboxylic acid, 1,4a-lactone ChemIDplus
GA4 ChemIDplus
gibberellin 4 ChEBI
GIBBERELLIN A4 PDBeChem
Gibberellin A4 KEGG COMPOUND
Manual Xrefs Databases
C00000004 KNApSAcK
C11864 KEGG COMPOUND
CPD1F-137 MetaCyc
DB07815 DrugBank
GA4 PDBeChem
LMPR0104170021 LIPID MAPS
View more database links
Registry Numbers Types Sources
468-44-0 CAS Registry Number ChemIDplus
46820 Beilstein Registry Number Beilstein
46820 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
24014872 PubMed citation Europe PMC
24192296 PubMed citation Europe PMC
24232845 PubMed citation Europe PMC
Last Modified
05 September 2018