1.1.1.252: tetrahydroxynaphthalene reductase
This is an abbreviated version!
For detailed information about tetrahydroxynaphthalene reductase, go to the full flat file.
Word Map on EC 1.1.1.252
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1.1.1.252
-
melanin
-
lunata
-
curvularia
-
tetralin
-
cochliobolus
-
tricyclazole
-
1,8-dihydroxynaphthalene
-
lysr-type
-
teleomorph
-
homology-built
-
17beta-hydroxysteroid
-
17beta-hsdcl
-
drug development
-
lagenarium
-
flaviolin
-
pentaketide
-
agriculture
-
medicine
- 1.1.1.252
- melanin
- lunata
- curvularia
- tetralin
- cochliobolus
- tricyclazole
- 1,8-dihydroxynaphthalene
-
lysr-type
-
teleomorph
-
homology-built
-
17beta-hydroxysteroid
- 17beta-hsdcl
- drug development
- lagenarium
- flaviolin
-
pentaketide
- agriculture
- medicine
Reaction
Synonyms
1,3,6,8-tetrahydroxynaphthalene reductase, 1,3,8-trihydroxynaphthalene reductase, 3HNR, 4HN, BdsA, EC 1.3.1.50, hydroxynaphthalene reductase, MGG_02252, NADPH-dependent naphthol reductase, naphthol reductase, reductase, naphthol, reductase, naphthol (Magnaporthe grisea clone pAV501 precursor reduced), T4HN reductase, T4HNR, tetrahydroxynaphthalene reductase (Magnaporthe grisea clone pAV501), THNR, trihydroxynaphthalene reductase
ECTree
1.1.1.252 tetrahydroxynaphthalene reductaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.1.1.252 - tetrahydroxynaphthalene reductase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(2S)-2,8-dihydroxy-2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(2S,4R)-2,4,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
-
-
?
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
(R)-scytalone + NADP+
-
-
-
-
?
1,3,6-trihydroxynaphthalene + NADPH + H+
(R)-8-deoxyscytalone + NADP+
-
-
-
-
?
1,3-dihydroxynaphthalene + NADPH + H+
3-hydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
very low activity
-
-
?
1,4-androstadiene-3,17-dione + NADPH + H+
? + NADP+
-
poor substrate of 3HNR
-
-
?
1-(1,6,8-trihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
1-(1,8-dihydroxy-3-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
1-(3,6,8-trihydroxy-1-methylnaphthalen-2-yl)ethan-1-one + NADPH + H+
? + NADP+
-
-
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
2,3-dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-dihydroxy-2H-benzopyran-2-one + NADPH + H+
-
-
-
-
?
2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(4S)-4-hydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
-
21% yield, 98% enantiomeric excess
-
?
2,8-dihydroxynaphthalene-1,4-dione + NADPH + H+
(2S)-2,8-dihydroxy-2,3-dihydronaphthalene-1,4-dione + NADP+
-
-
-
?
2-hydroxyjuglone + NADPH + H+
(3S,4R)-3,4,8-trihydroxy-1-tetralone + NADP+
-
-
-
?
2-methylcyclohexanone + NADPH + H+
trans-2-methylcyclohexanol + NADP+
-
-
-
-
?
2-tetralone + NADPH + H+
2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2S)-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
77% yield, 61% enantiomeric excess
-
?
4-androstene-3,17-dione + NADPH + H+
? + NADP+
-
poor substrate of 3HNR
-
-
?
5-hydroxy-2,3-dihydronaphthalene-1,4-dione + NADPH + H+
(4S)-4,8-dihydroxy-3,4-dihydronaphthalen-1(2H)-one + NADP+
-
-
9% yield, 95% enantiomeric excess
-
?
5-methoxy-2-tetralone + NADPH + H+
5-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
5alpha-androstane-3,17-dione + NADPH + H+
? + NADP+
-
best steroid substrate for 3HNR
-
-
?
6-acetyl-2,5-dihydroxy-7-methylnaphthalene-1,4-dione + 2 NADPH + 2 H+
(3S,4R)-7-acetyl-3,4,8-trihydroxy-6-methyl-3,4-dihydronaphthalen-1(2H)-one + 2 NADP+
-
-
-
?
6-acetyl-2-hydroxy-5,7-dimethyl-4a,8a-dihydronaphthalene-1,4-dione + NADPH + H+
? + NADP+
-
-
-
?
6-methoxy-3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2S)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
71% yield, 99% enantiomeric excess
-
?
7-hydroxy-2-tetralone + NADPH + H+
7-hydroxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
7-methoxy-2-tetralone + NADPH + H+
7-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-hydroxy-2-tetralone + NADPH + H+
8-hydroxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-methoxy-2-tetralone + NADPH + H+
8-methoxy-2-tetralol + NADP+
-
high activity, almost complete conversion
-
-
?
8-methoxy-3,4-dihydronaphthalen-2(1H)-one + NADPH + H+
(2R)-8-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol + NADP+
-
-
75% yield, 99% enantiomeric excess
-
?
lawsone + 2 NADPH + 2 H+
(3S,4R)-3,4-dihydroxy-1-tetralone + 2 NADP+
-
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in melanin biosynthesis and pathogenicity
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
involved in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin, DHN type melanin biosynthetic pathway
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the post-aromatic deoxygenation process of fungal melanin and pigments
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
essential reaction in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the biosynthesis of melanin
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
spefific for NADPH
-
-
?
1,3,6,8-Tetrahydroxynaphthalene + NADPH
Scytalone + NADP+
-
the enzyme is involved in the pentaketide pathway of melanin and flaviolin and 2-HJ
-
-
?
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
scytalone + NADP+
-
reduction reaction via the via the 3-keto tautomer of 1,3,6,8-tetrahydroxynaphthalene
-
-
?
1,3,6,8-tetrahydroxynaphthalene + NADPH + H+
scytalone + NADP+
-
with enatiomeric excess of over 95%, reduction reaction via the via the 3-oxo tautomer of 1,3,6,8-tetrahydroxynaphthalene
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
-
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
the enzyme is an essential enzyme in the biosynthesis of fungal melanin, DHN type melanin biosynthetic pathway
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
theoretical studies on energies of 1,3,6,8-trihydroxynaphthalene conformer stability, its tautomeric forms and their rotamers, by different methods, overview
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
1,3,8-trihydroxynaphthalene rapidly autooxidizes
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
ordered sequential mechanism with nucleotide binding first and leaving last
-
-
?
1,3,8-trihydroxynaphthalene + NADPH + H+
vermelone + NADP+
-
specific for NADPH
-
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
-
-
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
ir
-
?
2,3-Dihydro-2,5-dihydroxy-4H-benzopyran-4-one + NADP+
4,5-Dihydroxy-2H-benzopyran-2-one + NADPH
-
substrate and product are stable in aerated aqueous solution
-
?
additional information
?
-
no substrates: menadione, plumbagin, 2-methoxy-1,4-naphthoquinone, 2-methoxyjuglone, 2-hydroxy-3-methyl-1,4-naphthoquinone
-
-
-
additional information
?
-
-
no substrates: menadione, plumbagin, 2-methoxy-1,4-naphthoquinone, 2-methoxyjuglone, 2-hydroxy-3-methyl-1,4-naphthoquinone
-
-
-
