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CHEBI:29588 - gibberellin A14

ChEBI IDCHEBI:29588
ChEBI Namegibberellin A14
Stars
ASCII Namegibberellin A14
DefinitionA C20-gibberellin, initially identified in Gibberella fujikuroi. It differs from gibberellin A12 in the presence of a β-OH at C-2 (gibbane numbering).
Last Modified5 September 2018
DownloadsMolfile
FormulaC20H28O5
Net Charge0
Average Mass348.439
Monoisotopic Mass348.19367
SMILES[H][C@@]12CC[C@@H]3C[C@]1(CC3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]2(C)CC[C@H](O)[C@@]1(C)C(=O)O
InChIInChI=1S/C20H28O5/c1-10-8-20-9-11(10)4-5-12(20)18(2)7-6-13(21)19(3,17(24)25)15(18)14(20)16(22)23/h11-15,21H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)/t11-,12+,13+,14-,15+,18+,19-,20+/m1/s1
InChIKeyNJEWNTGSXKRWKA-MJPABCAUSA-N
Species of MetaboliteComponentSourceComments
Gibberella fujikuroi (ncbitaxon:5127) - 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 Role:
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 A14 (CHEBI:29588) is a C20-gibberellin (CHEBI:20859)
gibberellin A14 (CHEBI:29588) is a dicarboxylic acid (CHEBI:35692)
gibberellin A14 (CHEBI:29588) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A14 (CHEBI:29588) is conjugate acid of gibberellin A14(2−) (CHEBI:143961)
Incoming Relation(s)
gibberellin A14 aldehyde (CHEBI:29589) has functional parent gibberellin A14 (CHEBI:29588)
gibberellin A14(2−) (CHEBI:143961) is conjugate base of gibberellin A14 (CHEBI:29588)
IUPAC Names 
(1R,2S,3S,4S,5S,8S,9S,12R)-5-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
2β-hydroxy-1β,4a-dimethyl-8-methylidene-4aα,4bβ-gibbane-1α,10β-dicarboxylic acid
Synonyms  Source
ent-3α-hydroxygibberell-16-ene-7,9-dioic acidChEBI
GA14ChEBI
gibberellin 14ChEBI
Gibberellin A14KEGG COMPOUND
Manual XrefsDatabases
C00000014KNApSAcK
C11858KEGG COMPOUND
LMPR0104170015LIPID MAPS
Registry NumbersSources
Reaxys:2953727Reaxys
CAS:429678-85-3KEGG COMPOUND
CAS:4955-22-0KEGG COMPOUND
Citations