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CHEBI:28861 - gibberellin A8

ChEBI IDCHEBI:28861
ChEBI Namegibberellin A8
Stars
ASCII Namegibberellin A8
DefinitionA 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).
Secondary ChEBI IDsCHEBI:1315, CHEBI:11666, CHEBI:19479
Last Modified5 September 2018
DownloadsMolfile
FormulaC19H24O7
Net Charge0
Average Mass364.394
Monoisotopic Mass364.15220
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23C[C@H](O)[C@H](O)[C@@]1(C)C(=O)O3
InChIInChI=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
InChIKeyWZRRJZYYGOOHRC-UQJCXHNCSA-N
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.
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 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 Relation(s)
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 
2β,3β,7α-trihydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
(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
Synonyms  Source
2beta-Hydroxygibberellin 1KEGG COMPOUND
gibberellin 8ChEBI
Gibberellin A8KEGG COMPOUND
3β-hydroxygibberellin A1ChEBI
GA8ChEBI
2beta-Hydroxygibberellin 1KEGG COMPOUND
Manual XrefsDatabases
C03579KEGG COMPOUND
C03579KEGG COMPOUND
LMPR0104170005LIPID MAPS
C00000008KNApSAcK
Registry NumbersSources
Reaxys:8809026Reaxys
CAS:7044-72-6ChemIDplus
CAS:7044-72-6KEGG COMPOUND
Citations