CHEBI:28833 - gibberellin A3

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ChEBI Name gibberellin A3
ChEBI ID CHEBI:28833
ChEBI ASCII Name gibberellin A3
Definition A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5340, CHEBI:24243
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Formula C19H22O6
Net Charge 0
Average Mass 346.37440
Monoisotopic Mass 346.142
InChI InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16-,17+,18+,19-/m1/s1
InChIKey IXORZMNAPKEEDV-OBDJNFEBSA-N
SMILES [H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)[C@@H](O)C=C[C@@]21OC3=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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 A3 (CHEBI:28833) has role mouse metabolite (CHEBI:75771)
gibberellin A3 (CHEBI:28833) has role plant metabolite (CHEBI:76924)
gibberellin A3 (CHEBI:28833) is a C19-gibberellin (CHEBI:20858)
gibberellin A3 (CHEBI:28833) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A3 (CHEBI:28833) is a lactone (CHEBI:25000)
gibberellin A3 (CHEBI:28833) is a organic heteropentacyclic compound (CHEBI:38164)
gibberellin A3 (CHEBI:28833) is conjugate acid of gibberellin A3(1−) (CHEBI:58590)
Incoming gibberellin A3 O-β-D-glucoside (CHEBI:52076) has functional parent gibberellin A3 (CHEBI:28833)
gibberellin A3 methyl ester (CHEBI:73253) has functional parent gibberellin A3 (CHEBI:28833)
gibberellin A3(1−) (CHEBI:58590) is conjugate base of gibberellin A3 (CHEBI:28833)
IUPAC Names
(1R,2R,5S,8S,9S,10R,11S,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
2β,7α-dihydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibb-3-ene-10β-carboxylic acid
Synonyms Sources
(+)-gibberellic acid ChEBI
GA3 ChEBI
GA3 ChEBI
gibberellic acid ChemIDplus
gibberellic acid GA3 ChemIDplus
Gibberellin KEGG COMPOUND
Gibberellin KEGG COMPOUND
gibberellin 3 ChEBI
Gibberellin A3 KEGG COMPOUND
Gibberellinsäure ChEBI
Database Links Databases
C00000003 KNApSAcK
C01699 KEGG COMPOUND
DB07814 DrugBank
GA3 PDBeChem
Gibberellic_acid Wikipedia
GIBBERELLIN MetaCyc
HMDB0003559 HMDB
LMPR0104170002 LIPID MAPS
View more database links
Registry Numbers Types Sources
54346 Beilstein Registry Number Beilstein
54346 Reaxys Registry Number Reaxys
77-06-5 CAS Registry Number KEGG COMPOUND
77-06-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18948165 PubMed citation Europe PMC
19815399 PubMed citation Europe PMC
21216576 PubMed citation Europe PMC
22044348 PubMed citation Europe PMC
22516192 PubMed citation Europe PMC
23076568 PubMed citation Europe PMC
23818834 PubMed citation Europe PMC
23857350 PubMed citation Europe PMC
IND44675921 Agricola citation Europe PMC
Last Modified
27 January 2016