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EC 1.14.14.176 Details

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EC number

1.14.14.176

Accepted name

taxadiene 5α-hydroxylase

Reaction

taxa-4,11-diene + [reduced NADPH—hemoprotein reductase] + O₂ = taxa-4(20),11-dien-5α-ol + [oxidized NADPH—hemoprotein reductase] + H₂O

Systematic name

taxa-4,11-diene,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (5α-hydroxylating)

CAS registry number

9035-51-2

Comment

This microsomal cytochrome-P-450 (heme-thiolate) enzyme is involved in the biosynthesis of the diterpenoid antineoplastic drug taxol (paclitaxel). The reaction includes rearrangement of the 4(5)-double bond to a 4(20)-double bond, possibly through allylic oxidation.

History

created 2002 as 1.14.99.37, transferred 2020 to EC 1.14.14.176

EC Tree

1 Oxidoreductases

1.1 Acting on the CH-OH group of donors

1.2 Acting on the aldehyde or oxo group of donors

1.3 Acting on the CH-CH group of donors

1.4 Acting on the CH-NH₂ group of donors

1.4.1 With NAD⁺ or NADP⁺ as acceptor

1.4.2 With a cytochrome as acceptor

1.4.3 With oxygen as acceptor

1.4.4 With a disulfide as acceptor

1.4.5 With a quinone or other compound as acceptor

1.4.7 With an iron-sulfur protein as acceptor

1.4.9 With a copper protein as acceptor

1.4.98. undefined

1.4.99 With unknown physiological acceptors

1.5 Acting on the CH-NH group of donors

1.6 Acting on NADH or NADPH

1.7 Acting on other nitrogenous compounds as donors

1.8 Acting on a sulfur group of donors

1.9 Acting on a heme group of donors

1.10 Acting on diphenols and related substances as donors

1.11 Acting on a peroxide as acceptor

1.12 Acting on hydrogen as donor

1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)

1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen

1.14.1 With NADH or NADPH as one donor (deleted sub-subclass)

1.14.2 With ascorbate as one donor (deleted sub-subclass)

1.14.3 With reduced pteridine as one donor (deleted sub-subclass)

1.14.11 With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor

1.14.12 With NADH or NADPH as one donor, and incorporation of two atoms of oxygen into the other donor

1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor

1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

1.14.14.1 unspecific monooxygenase

1.14.14.2 created 1972, deleted 1976

1.14.14.3 bacterial luciferase

1.14.14.4 created 2000, deleted 2002

1.14.14.5 alkanesulfonate monooxygenase

1.14.14.6 methanesulfonate monooxygenase

1.14.14.7 tryptophan 7-halogenase

1.14.14.8 anthranilate 3-monooxygenase (FAD)

1.14.14.9 4-hydroxyphenylacetate 3-monooxygenase

1.14.14.10 nitrilotriacetate monooxygenase

1.14.14.11 styrene monooxygenase

1.14.14.12 3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione monooxygenase

1.14.14.13 4-(γ-L-glutamylamino)butanoyl-[BtrI acyl-carrier protein] monooxygenase

1.14.14.14 aromatase

1.14.14.15 (3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2] monooxygenase

1.14.14.16 steroid 21-monooxygenase

1.14.14.17 squalene monooxygenase

1.14.14.18 heme oxygenase (biliverdin-producing)

1.14.14.19 steroid 17α-monooxygenase

1.14.14.20 phenol 2-monooxygenase (FADH₂)

1.14.14.21 dibenzothiophene monooxygenase

1.14.14.22 dibenzothiophene sulfone monooxygenase

1.14.14.23 cholesterol 7α-monooxygenase

1.14.14.24 vitamin D 25-hydroxylase

1.14.14.25 cholesterol 24-hydroxylase

1.14.14.26 24-hydroxycholesterol 7α-hydroxylase

1.14.14.27 resorcinol 4-hydroxylase (FADH₂)

1.14.14.28 long-chain alkane monooxygenase

1.14.14.29 25/26-hydroxycholesterol 7α-hydroxylase

1.14.14.30 isobutylamine N-monooxygenase

1.14.14.31 ipsdienol synthase

1.14.14.32 17α-hydroxyprogesterone deacetylase

1.14.14.33 ethylenediaminetetraacetate monooxygenase

1.14.14.34 methanesulfonate monooxygenase (FMNH₂)

1.14.14.35 dimethylsulfone monooxygenase

1.14.14.36 tyrosine N-monooxygenase

1.14.14.37 4-hydroxyphenylacetaldehyde oxime monooxygenase

1.14.14.38 valine N-monooxygenase

1.14.14.39 isoleucine N-monooxygenase

1.14.14.40 phenylalanine N-monooxygenase

1.14.14.41 (E)-2-methylbutanal oxime monooxygenase

1.14.14.42 homomethionine N-monooxygenase

1.14.14.43 (methylsulfanyl)alkanaldoxime N-monooxygenase

1.14.14.44 phenylacetaldehyde oxime monooxygenase

1.14.14.45 aromatic aldoxime N-monooxygenase

1.14.14.46 pimeloyl-[acyl-carrier protein] synthase

1.14.14.47 nitric-oxide synthase (flavodoxin)

1.14.14.48 jasmonoyl-L-amino acid 12-hydroxylase

1.14.14.49 12-hydroxyjasmonoyl-L-amino acid 12-hydroxylase

1.14.14.50 tabersonine 3-oxygenase

1.14.14.51 (S)-limonene 6-monooxygenase

1.14.14.52 (S)-limonene 7-monooxygenase

1.14.14.53 (R)-limonene 6-monooxygenase

1.14.14.54 phenylacetate 2-hydroxylase

1.14.14.55 quinine 3-monooxygenase

1.14.14.56 1,8-cineole 2-exo-monooxygenase

1.14.14.57 taurochenodeoxycholate 6α-hydroxylase

1.14.14.58 trimethyltridecatetraene synthase

1.14.14.59 dimethylnonatriene synthase

1.14.14.60 ferruginol monooxygenase

1.14.14.61 carnosic acid synthase

1.14.14.62 salviol synthase

1.14.14.63 β-amyrin 16β-monooxygenase

1.14.14.64 β-amyrin 6β-monooxygenase

1.14.14.65 sugiol synthase

1.14.14.66 marmesin synthase

1.14.14.67 11-hydroxysugiol 20-monooxygenase

1.14.14.68 syn-pimaradiene 3-monooxygenase

1.14.14.69 ent-cassadiene hydroxylase

1.14.14.70 ent-sandaracopimaradiene 3-hydroxylase

1.14.14.71 cucurbitadienol 11-hydroxylase

1.14.14.72 drimenol monooxygenase

1.14.14.73 albendazole monooxygenase (sulfoxide-forming)

1.14.14.74 albendazole monooxygenase (hydroxylating)

1.14.14.75 fenbendazole monooxygenase (4′-hydroxylating)

1.14.14.76 ent-isokaurene C2/C3-hydroxylase

1.14.14.77 phenylacetonitrile α-monooxygenase

1.14.14.78 phylloquinone ω-hydroxylase

1.14.14.79 docosahexaenoic acid ω-hydroxylase

1.14.14.80 long-chain fatty acid ω-monooxygenase

1.14.14.81 flavanoid 3′,5′-hydroxylase

1.14.14.82 flavonoid 3′-monooxygenase

1.14.14.83 geraniol 8-hydroxylase

1.14.14.84 linalool 8-monooxygenase

1.14.14.85 7-deoxyloganate 7-hydroxylase

1.14.14.86 ent-kaurene monooxygenase

1.14.14.87 2-hydroxyisoflavanone synthase

1.14.14.88 isoflavone 3′-hydroxylase

1.14.14.89 4′-methoxyisoflavone 2′-hydroxylase

1.14.14.90 isoflavone 2′-hydroxylase

1.14.14.91 trans-cinnamate 4-monooxygenase

1.14.14.92 benzoate 4-monooxygenase

1.14.14.93 3,9-dihydroxypterocarpan 6a-monooxygenase

1.14.14.94 leukotriene-B₄ 20-monooxygenase

1.14.14.95 germacrene A hydroxylase

1.14.14.96 5-O-(4-coumaroyl)-D-quinate 3′-monooxygenase

1.14.14.97 methyltetrahydroprotoberberine 14-monooxygenase

1.14.14.98 protopine 6-monooxygenase

1.14.14.99 (S)-limonene 3-monooxygenase

1.14.14.100 dihydrosanguinarine 10-monooxygenase

1.14.14.101 dihydrochelirubine 12-monooxygenase

1.14.14.102 N-methylcoclaurine 3′-monooxygenase

1.14.14.103 tabersonine 16-hydroxylase

1.14.14.104 vinorine hydroxylase

1.14.14.105 taxane 10β-hydroxylase

1.14.14.106 taxane 13α-hydroxylase

1.14.14.107 ent-kaurenoic acid monooxygenase

1.14.14.108 2,5-diketocamphane 1,2-monooxygenase

1.14.14.109 3-hydroxyindolin-2-one monooxygenase

1.14.14.110 2-hydroxy-1,4-benzoxazin-3-one monooxygenase

1.14.14.111 9β-pimara-7,15-diene oxidase

1.14.14.112 ent-cassa-12,15-diene 11-hydroxylase

1.14.14.113 α-humulene 10-hydroxylase

1.14.14.114 amorpha-4,11-diene 12-monooxygenase

1.14.14.115 11-oxo-β-amyrin 30-oxidase

1.14.14.116 averantin hydroxylase

1.14.14.117 aflatoxin B synthase

1.14.14.118 tryprostatin B 6-hydroxylase

1.14.14.119 fumitremorgin C monooxygenase

1.14.14.120 dammarenediol 12-hydroxylase

1.14.14.121 protopanaxadiol 6-hydroxylase

1.14.14.122 oryzalexin E synthase

1.14.14.123 oryzalexin D synthase

1.14.14.124 dihydromonacolin L hydroxylase

1.14.14.125 monacolin L hydroxylase

1.14.14.126 β-amyrin 28-monooxygenase

1.14.14.127 methyl farnesoate epoxidase

1.14.14.128 farnesoate epoxidase

1.14.14.129 long-chain acyl-CoA ω-monooxygenase

1.14.14.130 laurate 7-monooxygenase

1.14.14.131 bursehernin 5′-monooxygenase

1.14.14.132 (–)-4′-demethyl-deoxypodophyllotoxin 4-hydroxylase

1.14.14.133 1,8-cineole 2-endo-monooxygenase

1.14.14.134 β-amyrin 24-hydroxylase

1.14.14.135 glyceollin synthase

1.14.14.136 deoxysarpagine hydroxylase

1.14.14.137 (+)-abscisic acid 8′-hydroxylase

1.14.14.138 lithocholate 6β-hydroxylase

1.14.14.139 5β-cholestane-3α,7α-diol 12α-hydroxylase

1.14.14.140 licodione synthase

1.14.14.141 psoralen synthase

1.14.14.142 8-dimethylallylnaringenin 2′-hydroxylase

1.14.14.143 (+)-menthofuran synthase

1.14.14.144 abieta-7,13-diene hydroxylase

1.14.14.145 abieta-7,13-dien-18-ol hydroxylase

1.14.14.146 geranylgeraniol 18-hydroxylase

1.14.14.147 22α-hydroxysteroid 23-monooxygenase

1.14.14.148 angelicin synthase

1.14.14.149 5-epiaristolochene 1,3-dihydroxylase

1.14.14.150 costunolide synthase

1.14.14.151 premnaspirodiene oxygenase

1.14.14.152 β-amyrin 11-oxidase

1.14.14.153 indole-2-monooxygenase

1.14.14.154 sterol 14α-demethylase

1.14.14.155 3,6-diketocamphane 1,2-monooxygenase

1.14.14.156 tryptophan N-monooxygenase

1.14.14.157 indolin-2-one monooxygenase

1.14.14.158 carotenoid ε hydroxylase

1.14.14.159 dolabradiene monooxygenase

1.14.14.160 zealexin A1 synthase

1.14.14.161 nepetalactol monooxygenase

1.14.14.162 flavanone 2-hydroxylase

1.14.14.163 (S)-1-hydroxy-N-methylcanadine 13-hydroxylase

1.14.14.164 fraxetin 5-hydroxylase

1.14.14.165 indole-3-carbonyl nitrile 4-hydroxylase

1.14.14.166 (S)-N-methylcanadine 1-hydroxylase

1.14.14.167 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine 8-hydroxylase

1.14.14.168 germacrene A acid 8β-hydroxylase

1.14.14.169 eupatolide synthase

1.14.14.170 8-epi-inunolide synthase

1.14.14.171 β-amyrin 16α-hydroxylase

1.14.14.172 3,5,6-trichloropyridin-2-ol monooxygenase

1.14.14.173 2,4,6-trichlorophenol monooxygenase

1.14.14.174 geranylhydroquinone 3′′-hydroxylase

1.14.14.175 ferruginol synthase

1.14.14.176 taxadiene 5α-hydroxylase

1.14.14.177 ultra-long-chain fatty acid ω-hydroxylase

1.14.14.178 steroid 22S-hydroxylase

1.14.14.179 brassinosteroid 6-oxygenase

1.14.14.180 brassinolide synthase

1.14.14.181 sulfoquinovose monooxygenase

1.14.14.182 taxoid 7β-hydroxylase

1.14.14.183 taxoid 2α-hydroxylase

1.14.15 With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor

1.14.16 With reduced pteridine as one donor, and incorporation of one atom of oxygen into the other donor

1.14.17 With reduced ascorbate as one donor, and incorporation of one atom of oxygen into the other donor

1.14.18 With another compound as one donor, and incorporation of one atom of oxygen into the other donor

1.14.19 With oxidation of a pair of donors resulting in the reduction of O₂ to two molecules of water

1.14.20 With 2-oxoglutarate as one donor, and the other dehydrogenated

1.14.21 With NADH or NADPH as one donor, and the other dehydrogenated

1.14.99 Miscellaneous

1.15 Acting on superoxide as acceptor

1.16 Oxidizing metal ions

1.17 Acting on CH or CH₂ groups

1.18 Acting on iron-sulfur proteins as donors

1.19 Acting on reduced flavodoxin as donor

1.20 Acting on phosphorus or arsenic in donors

1.21 Catalysing the reaction X-H + Y-H = X-Y

1.21.1 With NAD⁺ or NADP⁺ as acceptor

1.21.3 With oxygen as acceptor

1.21.4 With a disulfide as acceptor

1.21.98 With other, known, physiological acceptors

1.21.99 With unknown physiological acceptors

1.22 Acting on halogen in donors

1.23 Reducing C-O-C group as acceptor

1.97 Other oxidoreductases

1.98 Enzymes using H₂ as reductant (deleted subclass)

1.99 Other enzymes using O₂ as oxidant (deleted subclass)

3.1 Acting on ester bonds

3.2 Glycosylases

3.3 Acting on ether bonds

3.4 Acting on peptide bonds (peptidases)

3.5 Acting on carbon-nitrogen bonds, other than peptide bonds

3.6 Acting on acid anhydrides

3.7 Acting on carbon-carbon bonds

3.8 Acting on halide bonds

3.9 Acting on phosphorus-nitrogen bonds

3.10 Acting on sulfur-nitrogen bonds

3.10.1 Acting on sulfur-nitrogen bonds (only sub-subclass identified to date)

3.11 Acting on carbon-phosphorus bonds

3.12 Acting on sulfur-sulfur bonds

3.13 Acting on carbon-sulfur bonds

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Release 2023.1 (January 2023)