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. Initially identified in Gibberella fujikuroi,it differs from gibberellin A1 in the presence of a double bond between C-3 and C-4.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5340, CHEBI:24243
Supplier Information ChemicalBook:CB0734590, eMolecules:501365, eMolecules:30513114, eMolecules:29917760, eMolecules:711425, ZINC000003860467
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Formula C19H22O6
Net Charge 0
Average Mass 346.37440
Monoisotopic Mass 346.14164
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
Gibberella fujikuroi (NCBI:txid5127) 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 norketone (CHEBI:142027) 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
Manual Xrefs Databases
371 BPDB
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 Reaxys Registry Number Reaxys
77-06-5 CAS Registry Number KEGG COMPOUND
77-06-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
04 September 2018