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CHEBI:142023 - gibberellin A72

ChEBI IDCHEBI:142023
ChEBI Namegibberellin A72
Stars
ASCII Namegibberellin A72
DefinitionA C19-gibberellin, initially identified in Helianthus annuus. It differs from gibberellin A1 in the presence of a β-OH at C-9 (gibbane numbering).
Last Modified5 September 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H24O7
Net Charge0
Average Mass364.394
Monoisotopic Mass364.15220
SMILES[H][C@@]12CC[C@]3(O)C[C@]1([C@H](O)C3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23CC[C@H](O)[C@@]1(C)C(=O)O3
InChIInChI=1S/C19H24O7/c1-8-13(21)18-7-17(8,25)5-3-9(18)19-6-4-10(20)16(2,15(24)26-19)12(19)11(18)14(22)23/h9-13,20-21,25H,1,3-7H2,2H3,(H,22,23)/t9-,10+,11-,12-,13-,16-,17+,18-,19-/m1/s1
InChIKeySISDKGXXRJQNSE-VKRREQRESA-N
Species of MetaboliteComponentSourceComments
Helianthus annuus (ncbitaxon:4232) - 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 A72 (CHEBI:142023) has role plant metabolite (CHEBI:76924)
gibberellin A72 (CHEBI:142023) is a C19-gibberellin (CHEBI:20858)
gibberellin A72 (CHEBI:142023) is a gibberellin monocarboxylic acid (CHEBI:38305)
gibberellin A72 (CHEBI:142023) is a lactone (CHEBI:25000)
IUPAC Names 
2β,7α,9β-trihydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibbane-10β-carboxylic acid
(1S,2S,4aR,4bR,7S,9S,9aR,10S,10aR)-2,7,9-trihydroxy-1-methyl-8-methylidene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
Synonyms  Source
(1S,2S,4aR,4bR,7S,9S,9aR,10S,10aR)-2,7,9-trihydroxy-1-methyl-8-methylene-13-oxododecahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acidIUPAC
ent-3α,10β,13,15α-tetrahydroxy-20-norgibberell-16-ene-7,19-dioic acid 19,10-lactoneChEBI
Citations