CHEBI:36774 - gibberellin A2

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ChEBI Name gibberellin A2
ChEBI ID CHEBI:36774
ChEBI ASCII Name gibberellin A2
Definition A C19-gibberellin, initially identified in Gibberella fujikuroi; it differs from gibberellin A1 in the absence of an OH group at C-7 and the substitution of the methylidene grouping at C-8 by α-OH and β-Me groups (gibbane numberings).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:636962, ZINC000100044649
Download Molfile XML SDF
Formula C19H26O6
Net Charge 0
Average Mass 350.40610
Monoisotopic Mass 350.17294
InChI InChI=1S/C19H26O6/c1-16(24)8-18-7-9(16)3-4-10(18)19-6-5-11(20)17(2,15(23)25-19)13(19)12(18)14(21)22/h9-13,20,24H,3-8H2,1-2H3,(H,21,22)/t9-,10-,11+,12-,13-,16-,17-,18-,19-/m1/s1
InChIKey OJDCBRZJXYBPFZ-UIEKCWFXSA-N
SMILES [H][C@@]12CC[C@]3([H])[C@@](C1)(C[C@@]2(C)O)[C@@H](C(O)=O)[C@]1([H])[C@@]2(C)[C@@H](O)CC[C@@]31OC2=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 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 A2 (CHEBI:36774) is a C19-gibberellin (CHEBI:20858)
gibberellin A2 (CHEBI:36774) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A2 (CHEBI:36774) is a lactone (CHEBI:25000)
Incoming gibberellin A2 O-β-D-glucoside (CHEBI:28153) has functional parent gibberellin A2 (CHEBI:36774)
IUPAC Names
(1R,2R,5R,6R,8R,9S,10R,11S,12S)-6,12-dihydroxy-6,11-dimethyl-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadecane-9-carboxylic acid
2β,8α-dihydroxy-1α,8-dimethyl-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms Sources
(1S,2S,4aR,4bR,7R,8R,9aR,10S,10aR)-2,8-dihydroxy-1,8-dimethyl-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid ChEBI
GA2 ChEBI
Registry Number Type Source
5135673 Reaxys Registry Number Reaxys
Citation Type Source
24232845 PubMed citation Europe PMC
Last Modified
05 September 2018