MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:

Glycyrrhiza echinata: 2,7,4'-trihydroxyisoflavanone-4'-O-methyltransferaseInferred from experimentTraceable author statement to experimental support: HI4'OMT
Lotus japonicus: 2,7,4'-trihydroxyisoflavanone-4'-O-methyltransferaseTraceable author statement to experimental supportInferred from experiment: HI4'OMT

In Pathway: formononetin biosynthesis

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.

Most BioCyc compounds have been protonated to a reference pH value of 7.3. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: 2,7,4′-trihydroxyisoflavanone 4′-O-methyltransferase

Enzyme Commission Synonyms: SAM:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, HI4'OMT, HMM1, MtIOMT5, S-adenosyl-L-methionine:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -4.360016Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Specifically methylates 2,4',7-trihydroxyisoflavanone on the 4'-position. No activity with isoflavones [Deavours06]. The enzyme is involved in formononetin biosynthesis in legumes [Akashi03]. The protein from pea ( Pisum sativum) also methylates (+)-6a-hydroxymaackiain at the 3-position (cf. EC, (+)-6a-hydroxymaackiain 3-O-methyltransferase) [Akashi06].

Citations: [Liu06b]

Gene-Reaction Schematic

Gene-Reaction Schematic

Unification Links: KEGG:R07722, Rhea:31374

Relationship Links: BRENDA:EC:, ENZYME:EC:, IUBMB-ExplorEnz:EC:

Revised 24-Jun-2011 by Caspi R, SRI International


Akashi03: Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S (2003). "cDNA cloning and biochemical characterization of S-adenosyl-L-methionine: 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, a critical enzyme of the legume isoflavonoid phytoalexin pathway." Plant Cell Physiol 44(2);103-12. PMID: 12610212

Akashi06: Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S (2006). "Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis." Phytochemistry 67(23);2525-30. PMID: 17067644

Deavours06: Deavours BE, Liu CJ, Naoumkina MA, Tang Y, Farag MA, Sumner LW, Noel JP, Dixon RA (2006). "Functional analysis of members of the isoflavone and isoflavanone O-methyltransferase enzyme families from the model legume Medicago truncatula." Plant Mol Biol 62(4-5);715-33. PMID: 17001495

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

Liu06b: Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP (2006). "Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses." Plant Cell 18(12);3656-69. PMID: 17172354

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by Pathway Tools version 19.5 (software by SRI International) on Thu Nov 26, 2015, biocyc12.