MetaCyc Compound: 16α, 17-epoxy gibberellin A9

Synonyms: 16α, 17-epoxy GA9

Superclasses: a hormonea plant hormonea gibberellin
a lipidan isoprenoida terpenoida diterpenoida gibberellin
a secondary metabolitea terpenoida diterpenoida gibberellin

Citations: [Zhu06a]

Chemical Formula: C19H23O5

Molecular Weight: 331.39 Daltons

Monoisotopic Molecular Weight: 332.1623738809 Daltons

16α, 17-epoxy gibberellin A<sub>9</sub> compound structure

SMILES: CC12(CCCC3(OC1=O)([CH]2C(C46(CC(CC[CH]34)C5(OC5)(C6)))C([O-])=O))

InChI: InChI=1S/C19H24O5/c1-16-5-2-6-19(24-15(16)22)11-4-3-10-7-17(11,8-18(10)9-23-18)12(13(16)19)14(20)21/h10-13H,2-9H2,1H3,(H,20,21)/p-1/t10-,11-,12-,13-,16+,17-,18+,19?/m1/s1


Unification Links: PubChem:46173298

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 73.423706Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

gibberellin inactivation III (epoxidation) :
16α, 17-epoxy gibberellin A9 → 16, 17-dihydro-16α, 17-dihydroxy gibberellin A9

Reactions known to produce the compound:

gibberellin inactivation III (epoxidation) :
gibberellin A9 + NAD(P)H + oxygen + H+16α, 17-epoxy gibberellin A9 + NAD(P)+ + H2O

Created 15-Apr-2010 by Dreher KA, TAIR


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Zhu06a: Zhu Y, Nomura T, Xu Y, Zhang Y, Peng Y, Mao B, Hanada A, Zhou H, Wang R, Li P, Zhu X, Mander LN, Kamiya Y, Yamaguchi S, He Z (2006). "ELONGATED UPPERMOST INTERNODE encodes a cytochrome P450 monooxygenase that epoxidizes gibberellins in a novel deactivation reaction in rice." Plant Cell 18(2);442-56. PMID: 16399803

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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