superpathway of formononetin derivative biosynthesis

Guo L, Dixon RA, Paiva NL. The 'pterocarpan synthase' of alfalfa: association and co-induction of vestitone reductase and 7,2'-dihydroxy-4'-methoxy-isoflavanol (DMI) dehydratase, the two final enzymes in medicarpin biosynthesis. FEBS Lett. 1994 Dec 19;356(2-3):221–5. doi: 10.1016/0014-5793(94)01267-9. PMID: 7805842.; Guo L, Dixon RA, Paiva NL. Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2‘-dihydroxy-4‘-methoxyisoflavanol dehydratase. Journal of Biological Chemistry. 1994 Sep;269(35):22372–8. doi: 10.1016/s0021-9258(17)31799-4.

Metabolites

(-)-Maackiain

Formula: C16H12O5 (284.0684702)

CAS ID: 2035-15-6

(-)-Sophorol

Formula: C16H12O6 (300.06338519999997)

CAS ID: 133067-72-8

(-)-Vestitone

Formula: C16H14O5 (286.0841194)

CAS ID: 158112-50-6

2'-Hydroxyformononetin

Formula: C16H12O5 (284.0684702)

CAS ID: 1890-99-9

Calycosin

Formula: C16H12O5 (284.0684702)

CAS ID: 20575-57-9

D-Glucose

Formula: C6H12O6 (180.0633852)

CAS ID: 50-99-7

Formononetin

Formula: C16H12O4 (268.0735552)

CAS ID: 485-72-3

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Juglone

Formula: C10H6O3 (174.03169259999999)

CAS ID: 481-39-0

Medicarpin

Formula: C16H14O4 (270.0892044)

CAS ID: 32383-76-9

Mercury(2+)

Formula: Hg (201.970632)

CAS ID: 14302-87-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Plumbagin

Formula: C11H8O3 (188.0473418)

CAS ID: 481-42-5

Pseudobaptigenin

Formula: C16H10O5 (282.052821)

CAS ID: 90-29-9

Ketoconazole

Formula: C26H28Cl2N4O4 (530.1487508)

CAS ID: 65277-42-1

malonate(2-)

Formula: C3H2O4 (101.99530920000001)

CAS ID: 156-80-9

succinate(2-)

Formula: C4H4O4 (116.01095839999999)

CAS ID: 56-14-4

citrate(3-)

Formula: C6H5O7 (189.00352800000002)

CAS ID: 126-44-3

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

UDP(3-)

Formula: C9H11N2O12P2 (400.9787246)

CAS ID: 86527-70-0

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8

tetcyclacis

Formula: C13H12N5Cl1 (273.0781182)

CAS ID: 65245-23-0

Fmnn-7-Glc

Formula: C22H22O9 (430.1263762)

CAS ID: 486-62-4



Enzyme

EC Number name full name note
1.1.1.348 (3R)-2'-hydroxyisoflavanone reductase (3R)-2'-hydroxyisoflavanone:NADP+ 4-oxidoreductase
1.3.1.45 2'-hydroxyisoflavone reductase vestitone:NADP+ oxidoreductase


Proteins

Protein ID name full name