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CHEBI:27433 - gibberellin A53

Default Structure
ChEBI IDCHEBI:27433
ChEBI Namegibberellin A53
Stars
ASCII Namegibberellin A53
DefinitionA C20-gibberellin, initially identified in Vicia faba, that is gibberellin A12 in which a hydroxy substituent is present at the 7α- position.
Secondary ChEBI IDsCHEBI:5349, CHEBI:24247
Last Modified5 September 2018
DownloadsMolfile
FormulaC20H28O5
Net Charge0
Average Mass348.439
Monoisotopic Mass348.19367
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]2(C)CCC[C@@]1(C)C(=O)O
InChIInChI=1S/C20H28O5/c1-11-9-19-10-20(11,25)8-5-12(19)17(2)6-4-7-18(3,16(23)24)14(17)13(19)15(21)22/h12-14,25H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/t12-,13+,14-,17-,18+,19-,20-/m0/s1
InChIKeyCZEMYYICWZPENF-VOLTXKGXSA-N
Species of MetaboliteComponentSourceComments
Vicia faba (ncbitaxon:3906) - 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 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 A53 (CHEBI:27433) has role plant metabolite (CHEBI:76924)
gibberellin A53 (CHEBI:27433) is a C20-gibberellin (CHEBI:20859)
gibberellin A53 (CHEBI:27433) is a dicarboxylic acid (CHEBI:35692)
gibberellin A53 (CHEBI:27433) is conjugate acid of gibberellin A53(2−) (CHEBI:143954)
Incoming Relation(s)
gibberellin A53 aldehyde (CHEBI:29601) has functional parent gibberellin A53 (CHEBI:27433)
gibberellin A53(2−) (CHEBI:143954) is conjugate base of gibberellin A53 (CHEBI:27433)
IUPAC Names 
(1S,2S,3S,4R,8S,9S,12S)-12-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
7α-hydroxy-1β,4a-dimethyl-8-methylidene-4aα,4bβ-gibbane-1α,10β-dicarboxylic acid
Synonyms  Source
(1α,4aα,4bβ,10β)-7-hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acidIUPAC
GA53ChEBI
gibberellin 53ChEBI
Gibberellin A53KEGG COMPOUND
Manual XrefsDatabases
C00000053KNApSAcK
C06094KEGG COMPOUND
HMDB0036895HMDB
LMPR0104170007LIPID MAPS
Registry NumbersSources
Reaxys:5303959Reaxys
CAS:51576-08-0KEGG COMPOUND
Citations