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CHEBI:29598 - gibberellin A5

ChEBI IDCHEBI:29598
ChEBI Namegibberellin A5
Stars
ASCII Namegibberellin A5
DefinitionA C19-gibberellin initially identified in Gibberella fujikuroi and differing from gibberellin A1 by the absence of the OH at C-2 and the presence of a double bond between C-3 and C-3 (gibbane numbering).
Last Modified4 September 2018
DownloadsMolfile
FormulaC19H22O5
Net Charge0
Average Mass330.380
Monoisotopic Mass330.14672
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23CC=C[C@@]1(C)C(=O)O3
InChIInChI=1S/C19H22O5/c1-10-8-17-9-18(10,23)7-4-11(17)19-6-3-5-16(2,15(22)24-19)13(19)12(17)14(20)21/h3,5,11-13,23H,1,4,6-9H2,2H3,(H,20,21)/t11-,12-,13-,16-,17+,18+,19-/m1/s1
InChIKeyZOWHLBOPCIHIHW-KQBHUUJHSA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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 A5 (CHEBI:29598) has role mouse metabolite (CHEBI:75771)
gibberellin A5 (CHEBI:29598) has role plant metabolite (CHEBI:76924)
gibberellin A5 (CHEBI:29598) is a C19-gibberellin (CHEBI:20858)
gibberellin A5 (CHEBI:29598) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A5 (CHEBI:29598) is a lactone (CHEBI:25000)
IUPAC Names 
(1R,2R,5S,8S,9S,10R,11R)-5-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-12-ene-9-carboxylic acid
7α-hydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibb-3-ene-10β-carboxylic acid
Synonyms  Source
Gibberellin A5KEGG COMPOUND
GA5ChEBI
Manual XrefsDatabases
C11871KEGG COMPOUND
LMPR0104170028LIPID MAPS
CPD-15217MetaCyc
C00000005KNApSAcK
Registry NumbersSources
Reaxys:1296940Reaxys
CAS:561-56-8KEGG COMPOUND
Citations