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
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 Numbers Types Sources
5135673 Reaxys Registry Number Reaxys
5135673 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
24232845 PubMed citation Europe PMC
Last Modified
05 September 2018