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MetaCyc Compound: 1-naphthol 6'-O-malonylglucoside

Superclasses: all carbohydrates a carbohydrate a glycan a carbohydrate derivative a glycoside a glucoside
an aromatic compound

Citations: [Taguchi10]

Chemical Formula: C19H19O9

Molecular Weight: 391.35 Daltons

Monoisotopic Molecular Weight: 392.1107322409 Daltons

1-naphthol 6'-O-malonylglucoside compound structure

SMILES: C2(C=CC3(=C(OC1(OC(C(C(C1O)O)O)COC(=O)CC(=O)[O-]))C=CC=C(C=2)3))

InChI: InChI=1S/C19H20O9/c20-14(21)8-15(22)26-9-13-16(23)17(24)18(25)19(28-13)27-12-7-3-5-10-4-1-2-6-11(10)12/h1-7,13,16-19,23-25H,8-9H2,(H,20,21)/p-1/t13-,16-,17+,18-,19-/m1/s1

InChIKey: InChIKey=QNRFNDGWEROWPJ-LQDZTQBFSA-M

Unification Links: PubChem:90658594

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -51.30077 Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

phenolic malonylglucosides biosynthesis :
1-naphthol glucoside + malonyl-CoA → 1-naphthol 6'-O-malonylglucoside + coenzyme A

Credits:
Created 04-Oct-2011 by Dreher KA , PMN


References

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

Taguchi10: Taguchi G, Ubukata T, Nozue H, Kobayashi Y, Takahi M, Yamamoto H, Hayashida N (2010). "Malonylation is a key reaction in the metabolism of xenobiotic phenolic glucosides in Arabidopsis and tobacco." Plant J 63(6);1031-41. PMID: 20626660


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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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