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CHEBI:142024 - 15β-OH gibberellin A3

ChEBI IDCHEBI:142024
ChEBI Name15β-OH gibberellin A3
Stars
ASCII Name15beta-OH gibberellin A3
DefinitionA C19-gibberellin differing from gibberellin A3 in the presence of a β-OH at C-9 (gibbane numbering) (C-15 gibberellin numbering).
Last Modified5 September 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H22O7
Net Charge0
Average Mass362.378
Monoisotopic Mass362.13655
SMILES[H][C@@]12CC[C@]3(O)C[C@]1([C@H](O)C3=C)[C@@H](C(=O)O)[C@@]1([H])[C@@]23C=C[C@H](O)[C@@]1(C)C(=O)O3
InChIInChI=1S/C19H22O7/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/h4,6,9-13,20-21,25H,1,3,5,7H2,2H3,(H,22,23)/t9-,10+,11-,12-,13-,16-,17+,18-,19-/m1/s1
InChIKeyLUPUPJAJWHJARD-VKRREQRESA-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 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)
15β-OH gibberellin A3 (CHEBI:142024) is a C19-gibberellin (CHEBI:20858)
15β-OH gibberellin A3 (CHEBI:142024) is a gibberellin monocarboxylic acid (CHEBI:38305)
15β-OH gibberellin A3 (CHEBI:142024) is a lactone (CHEBI:25000)
IUPAC Names 
(1S,2S,4aR,4bR,7S,9S,9aR,10S,10aR)-2,7,9-trihydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
2β,7α,9β-trihydroxy-1β-methyl-8-methylidene-13-oxo-4a,1α-epoxymethano-4aα,4bβ-gibb-3-ene-10β-carboxylic acid
Synonyms  Source
GA3 15β-OHChEBI
(1S,2S,4aR,4bR,7S,9S,9aR,10S,10aR)-2,7,9-trihydroxy-1-methyl-8-methylene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acidIUPAC
ent-3α,10β,13,15α-tetrahydroxy-20-norgibberella-1,16-diene-7,19-dioic acid 19,10-lactoneChEBI
Registry NumbersSources
Reaxys:5159772Reaxys
Citations