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CHEBI:28833 - gibberellin A3

ChEBI IDCHEBI:28833
ChEBI Namegibberellin A3
Stars
ASCII Namegibberellin A3
DefinitionA 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.
Secondary ChEBI IDsCHEBI:5340, CHEBI:24243
Last Modified4 September 2018
DownloadsMolfile
FormulaC19H22O6
Net Charge0
Average Mass346.379
Monoisotopic Mass346.14164
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23C=C[C@H](O)[C@@]1(C)C(=O)O3
InChIInChI=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
InChIKeyIXORZMNAPKEEDV-OBDJNFEBSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Gibberella fujikuroi (ncbitaxon:5127) - PubMed (24232845)
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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 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 Relation(s)
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  Source
GibberellinKEGG COMPOUND
gibberellin 3ChEBI
GA3ChEBI
Gibberellin A3KEGG COMPOUND
GibberellinsäureChEBI
GA3ChEBI
Manual XrefsDatabases
C01699KEGG COMPOUND
LMPR0104170002LIPID MAPS
DB07814DrugBank
Gibberellic_acidWikipedia
HMDB0003559HMDB
GIBBERELLINMetaCyc
GA3PDBeChem
C00000003KNApSAcK
371BPDB
Registry NumbersSources
Reaxys:54346Reaxys
CAS:77-06-5KEGG COMPOUND
CAS:77-06-5ChemIDplus
Citations