CHEBI:27742 - gibberellin A20

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gibberellin A20
ChEBI ID CHEBI:27742
ChEBI ASCII Name gibberellin A20
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14307, CHEBI:5345, CHEBI:24239
Supplier Information ChemicalBook:CB51470643
Download Molfile XML SDF
Formula C19H24O5
Net Charge 0
Average Mass 332.39090
Monoisotopic Mass 332.16237
InChI InChI=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
InChIKey OXFPYCSNYOFUCH-KQBHUUJHSA-N
SMILES [H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)CCC[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 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 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
(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
7α-hydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms Sources
GA20 ChEBI
Gibberellin 20 KEGG COMPOUND
Gibberellin 20 KEGG COMPOUND
Gibberellin A20 KEGG COMPOUND
Manual Xrefs Databases
C00000020 KNApSAcK
C02035 KEGG COMPOUND
LMPR0104170004 LIPID MAPS
View more database links
Registry Numbers Types Sources
19143-87-4 CAS Registry Number ChemIDplus
8732051 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
05 September 2018