EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:28211 - gibberellin A44

ChEBI IDCHEBI:28211
ChEBI Namegibberellin A44
Stars
ASCII Namegibberellin A44
DefinitionA C20-gibberellin with a heteropentacyclic skeleton that incorporates a lactone moiety.
Secondary ChEBI IDsCHEBI:5347, CHEBI:14308, CHEBI:24245, CHEBI:31651
Last Modified28 July 2014
DownloadsMolfile
FormulaC20H26O5
Net Charge0
Average Mass346.423
Monoisotopic Mass346.17802
SMILES[H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23CCC[C@@]1(C)C(=O)OC3
InChIInChI=1S/C20H26O5/c1-11-8-19-9-20(11,24)7-4-12(19)18-6-3-5-17(2,16(23)25-10-18)14(18)13(19)15(21)22/h12-14,24H,1,3-10H2,2H3,(H,21,22)/t12-,13+,14+,17+,18+,19-,20-/m0/s1
InChIKeyKSBJAONOPKRVRR-YTJHIPEWSA-N
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 A44 (CHEBI:28211) has role plant metabolite (CHEBI:76924)
gibberellin A44 (CHEBI:28211) is a C20-gibberellin (CHEBI:20859)
gibberellin A44 (CHEBI:28211) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A44 (CHEBI:28211) is a lactone (CHEBI:25000)
gibberellin A44 (CHEBI:28211) is conjugate acid of gibberellin A44(1−) (CHEBI:58554)
Incoming Relation(s)
gibberellin A44(1−) (CHEBI:58554) is conjugate base of gibberellin A44 (CHEBI:28211)
IUPAC Names 
(1R,4aR,4bR,7S,9aS,10S,10aS)-7-hydroxy-1-methyl-8-methylidene-12-oxododecahydro-7,9a-methano-1,4a-(methanooxymethano)benzo[a]azulene-10-carboxylic acid
(1R,2R,5S,8S,9S,10S,11R)-5-hydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.15,8.01,10.02,8]octadecane-9-carboxylic acid
7α-hydroxy-1β-methyl-8-methylidene-12-oxo-1α,4a-(methanooxymethano)-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms  Source
Gibberellin A44KEGG COMPOUND
Gibberellin 44KEGG COMPOUND
GA44ChEBI
Manual XrefsDatabases
C12308KEGG COMPOUND
CPD-638MetaCyc
LMPR0104170030LIPID MAPS
HMDB0036901HMDB
C00000044KNApSAcK
Registry NumbersSources
Reaxys:6689821Reaxys
Citations