CHEBI:28861 - gibberellin A8

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gibberellin A8
ChEBI ID CHEBI:28861
ChEBI ASCII Name gibberellin A8
Definition A C19-gibberellin, initially identified in Phaseolus coccineus. It differs from gibberellin A1 in the presence of an extra β-OH group at C-3 (gibbane numbering).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:19479, CHEBI:11666, CHEBI:1315
Supplier Information
Download Molfile XML SDF
Formula C19H24O7
Net Charge 0
Average Mass 364.38970
Monoisotopic Mass 364.15220
InChI InChI=1S/C19H24O7/c1-8-5-17-7-18(8,25)4-3-10(17)19-6-9(20)13(21)16(2,15(24)26-19)12(19)11(17)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10+,11+,12+,13-,16-,17-,18-,19+/m0/s1
InChIKey WZRRJZYYGOOHRC-UQJCXHNCSA-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@@H](O)C[C@@]21OC3=O
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): 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 A8 (CHEBI:28861) has role plant metabolite (CHEBI:76924)
gibberellin A8 (CHEBI:28861) is a C19-gibberellin (CHEBI:20858)
gibberellin A8 (CHEBI:28861) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A8 (CHEBI:28861) is a lactone (CHEBI:25000)
gibberellin A8 (CHEBI:28861) is conjugate acid of gibberellin A8(1−) (CHEBI:58594)
Incoming gibberellin A8-catabolite (CHEBI:29604) has functional parent gibberellin A8 (CHEBI:28861)
gibberellin A8(1−) (CHEBI:58594) is conjugate base of gibberellin A8 (CHEBI:28861)
IUPAC Names
(1R,2R,5S,8S,9S,10R,11S,12R,13S)-5,12,13-trihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
2β,3β,7α-trihydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms Sources
2beta-Hydroxygibberellin 1 KEGG COMPOUND
2beta-Hydroxygibberellin 1 KEGG COMPOUND
3β-hydroxygibberellin A1 ChEBI
GA8 ChEBI
gibberellin 8 ChEBI
Gibberellin A8 KEGG COMPOUND
Manual Xrefs Databases
C00000008 KNApSAcK
C03579 KEGG COMPOUND
LMPR0104170005 LIPID MAPS
View more database links
Registry Numbers Types Sources
7044-72-6 CAS Registry Number KEGG COMPOUND
7044-72-6 CAS Registry Number ChemIDplus
8809026 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22235902 PubMed citation Europe PMC
24100624 PubMed citation Europe PMC
24232845 PubMed citation Europe PMC
24442496 PubMed citation Europe PMC
Last Modified
05 September 2018