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CHEBI:29602 - gibberellin A6

ChEBI IDCHEBI:29602
ChEBI Namegibberellin A6
Stars
ASCII Namegibberellin A6
DefinitionA C19-gibberellin, initially identified in Phaseolus coccineus and differing from gibberellin A1 by the conversion of the OH at C-2 (gibbane numbering) into an epoxide across C-2 and C-3.
Last Modified5 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@@H]2O[C@@H]2[C@@]1(C)C(=O)O3
InChIInChI=1S/C19H22O6/c1-8-5-17-7-18(8,23)4-3-10(17)19-6-9-13(24-9)16(2,15(22)25-19)12(19)11(17)14(20)21/h9-13,23H,1,3-7H2,2H3,(H,20,21)/t9-,10+,11+,12+,13-,16-,17-,18-,19+/m0/s1
InChIKeyXNBWKKYPKJHUKD-UQJCXHNCSA-N
Species of MetaboliteComponentSourceComments
Phaseolus coccineus (ncbitaxon:3886) - 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 Role:
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 A6 (CHEBI:29602) is a C19-gibberellin (CHEBI:20858)
gibberellin A6 (CHEBI:29602) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A6 (CHEBI:29602) is a lactone (CHEBI:25000)
IUPAC Names 
(1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.15,8.01,10.02,8.012,14]octadecane-9-carboxylic acid
2β,3β-epoxy-7α-hydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms  Source
Gibberellin A6KEGG COMPOUND
GA6ChEBI
ent-2α,3α-epoxy-13-hydroxy-20-norgibberell-16-en-19-oic acid 19,10-lactoneChEBI
Manual XrefsDatabases
C11856KEGG COMPOUND
LMPR0104170013LIPID MAPS
C00000006KNApSAcK
Registry NumbersSources
Reaxys:4335073Reaxys
CAS:19147-78-5KEGG COMPOUND
Citations