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CHEBI:27742 - gibberellin A20

ChEBI IDCHEBI:27742
ChEBI Namegibberellin A20
Stars
ASCII Namegibberellin A20
DefinitionA C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and development. Initially identified in Gibberella fujikuroi, it differs from gibberellin A1 in lacking an OH group at C-2 (gibbane numbering).
Secondary ChEBI IDsCHEBI:5345, CHEBI:14307, CHEBI:24239
Last Modified5 September 2018
DownloadsMolfile
FormulaC19H24O5
Net Charge0
Average Mass332.396
Monoisotopic Mass332.16237
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23CCC[C@@]1(C)C(=O)O3
InChIInChI=1S/C19H24O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h11-13,23H,1,3-9H2,2H3,(H,20,21)/t11-,12-,13-,16-,17+,18+,19-/m1/s1
InChIKeyOXFPYCSNYOFUCH-KQBHUUJHSA-N
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 A20 (CHEBI:27742) has role mouse metabolite (CHEBI:75771)
gibberellin A20 (CHEBI:27742) has role plant metabolite (CHEBI:76924)
gibberellin A20 (CHEBI:27742) is a C19-gibberellin (CHEBI:20858)
gibberellin A20 (CHEBI:27742) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A20 (CHEBI:27742) is a lactone (CHEBI:25000)
gibberellin A20 (CHEBI:27742) is conjugate acid of gibberellin A20(1−) (CHEBI:58526)
Incoming Relation(s)
gibberellin A20 methyl ester (CHEBI:73257) has functional parent gibberellin A20 (CHEBI:27742)
gibberellin A20(1−) (CHEBI:58526) is conjugate base of gibberellin A20 (CHEBI:27742)
IUPAC Names 
7α-hydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
(1R,2R,5S,8S,9S,10R,11R)-5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
Synonyms  Source
Gibberellin 20KEGG COMPOUND
Gibberellin A20KEGG COMPOUND
GA20ChEBI
Gibberellin 20KEGG COMPOUND
Manual XrefsDatabases
C02035KEGG COMPOUND
LMPR0104170004LIPID MAPS
C00000020KNApSAcK
Registry NumbersSources
Reaxys:8732051Reaxys
CAS:19143-87-4ChemIDplus
CAS:19143-87-4KEGG COMPOUND
Citations