CHEBI:28211 - gibberellin A44

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gibberellin A44
ChEBI ID CHEBI:28211
ChEBI ASCII Name gibberellin A44
Definition A C20-gibberellin with a heteropentacyclic skeleton that incorporates a lactone moiety.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14308, CHEBI:5347, CHEBI:24245, CHEBI:31651
Supplier Information
Download Molfile XML SDF
Formula C20H26O5
Net Charge 0
Average Mass 346.41744
Monoisotopic Mass 346.17802
InChI InChI=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
InChIKey KSBJAONOPKRVRR-YTJHIPEWSA-N
SMILES [H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@]3(C)CCC[C@@]21COC3=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 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.
(via gibberellin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 gibberellin A44(1−) (CHEBI:58554) is conjugate base of gibberellin A44 (CHEBI:28211)
IUPAC Names
(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
(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
7α-hydroxy-1β-methyl-8-methylidene-12-oxo-1α,4a-(methanooxymethano)-4aα,4bβ-gibbane-10β-carboxylic acid
Synonyms Sources
GA44 ChEBI
Gibberellin 44 KEGG COMPOUND
Gibberellin A44 KEGG COMPOUND
Manual Xrefs Databases
C00000044 KNApSAcK
C12308 KEGG COMPOUND
CPD-638 MetaCyc
HMDB0036901 HMDB
LMPR0104170030 LIPID MAPS
View more database links
Registry Numbers Types Sources
6689821 Beilstein Registry Number Beilstein
6689821 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11117879 PubMed citation Europe PMC
12226193 PubMed citation Europe PMC
Last Modified
28 July 2014