KEGG ORTHOLOGY: K12637

ORTHOLOGY: K12637

Entry

K12637                      KO

Symbol

CYP90C1, ROT3

Name

3-epi-6-deoxocathasterone 23-monooxygenase [EC:1.14.14.147]

Pathway

map00905

Brassinosteroid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00371

Castasterone biosynthesis, campesterol => castasterone

Reaction

R07431

6-deoxo-cathasterone:brassinosteroid C23alpha-hydroxylase

R07448

6-deoxocathasterone:brassinosteroid C23alpha-hydroxylase

R07786

22alpha-hydroxy-campesterol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07787

22alpha-hydroxy-campest-4-en-3-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07791

22alpha-hydroxy-5alpha-campestan-3-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07792

3-epi-6-deoxocathasterone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00905 Brassinosteroid biosynthesis
    K12637  CYP90C1, ROT3; 3-epi-6-deoxocathasterone 23-monooxygenase
09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K12637  CYP90C1, ROT3; 3-epi-6-deoxocathasterone 23-monooxygenase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.147  22alpha-hydroxysteroid 23-monooxygenase
     K12637  CYP90C1, ROT3; 3-epi-6-deoxocathasterone 23-monooxygenase
Cytochrome P450 [BR:ko00199]
Cytochrome P450, plant type
  CYP90 family
   K12637  CYP90C1, ROT3; 3-epi-6-deoxocathasterone 23-monooxygenase

Genes

ATH:	AT4G36380(ROT3)

ALY:

9303091

CRB:

17877976

CSAT:

104716496(ROT3) 104721136 104733119

EUS:	EUTSA_v10024901mg

BRP:	103862467 103868633

BNA:	106354012 106369862 106409581 106451959

BOE:	106302041 106307279

RSZ:	108839589 108849049 130502480 130505171

THJ:

104807476

CPAP:

110822476

CIT:

102623590

CIC:	CICLE_v10025479mg

PVY:

116118949

MINC:

123198912 123219819

TCC:

18610843

GRA:	105787502 105803759

GHI:	107913036 107936555 121209822

GAB:	108458395 108472765

HSYR:

120122499 120195353 120216360

DZI:	111293281 111301082 111316248

EGR:

104422732

RARG:

115741167

GMX:	100799030 100812489

GSJ:	114375691 114381782 114420172

PVU:	137808430 137811510

VRA:	106768728 106777471

VAR:	108335338 108336674

VUN:	114174236 114179716

VUM:	124819874 124834822

CCAJ:

109801110 109814118

APRC:

113858772 113870295

MTR:	11405666 11406632

TPRA:

123910389 123910391 123924335

CAM:	101488381 101509993

PSAT:

127074637 127120195

VVO:	131640484 131652055

LJA:	130711421 130740671

ADU:

107488015

AIP:

107642922

AHF:	112749491 112800770

LANG:

109348710

PCIN:

129301173 129311548

QSA:	O6P43_024821

FVE:

AANS:

RCN:

PPER:

PMUM:

PAVI:

PDUL:

MDM:	103400874 103431557

MSYL:

PCOX:

ZJU:

MNT:

CSAV:

CSV:

CMO:

BHJ:

MCHA:

CMAX:

CMOS:

CPEP:

RCU:

MEAN:

JCU:

HBR:	110639585 110668522

MESC:

POP:

PEU:

PALZ:

PNZ:

JRE:

CILL:

CAVE:

AGLU:

QSU:

QLO:	115962687 115994450

TWL:

VVI:

VRI:

SLY:

SPEN:

SOT:

SSTN:

SDUL:

CANN:

LBB:

NTA:	107771928 107795325

NSY:

NTO:

NAU:

INI:

ITR:

SIND:

EGT:

SSPL:

SMIL:

APAN:

PEBU:

HAN:

ECAD:

LSV:	111897310 122194394 128125930 128132646 128132647 128132648 128132649 128132650

CCAV:

DCR:

CSIN:

RVL:

AEW:

DLT:

BVG:

SOE:

CQI:	110682556 110685861

ATRI:

130807928

SLAF:

141607447 141623032

MOF:

131155914

NNU:	104595594 104610557

MING:

TSS:

PSOM:

TANG:

PDA:

EGU:

MUS:

ZOF:

AOF:

MSIN:

ACAK:

Reference

PMID:17138693

Authors

Ohnishi T, Szatmari AM, Watanabe B, Fujita S, Bancos S, Koncz C, Lafos M, Shibata K, Yokota T, Sakata K, Szekeres M, Mizutani M

Title

C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis.

Journal

Plant Cell 18:3275-88 (2006)
DOI:10.1105/tpc.106.045443

Sequence

[ath:AT4G36380]

LinkDB

ORTHOLOGY: K12638

Entry

K12638                      KO

Symbol

CYP90D1

Name

3-epi-6-deoxocathasterone 23-monooxygenase [EC:1.14.14.147]

Pathway

map00905

Brassinosteroid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00371

Castasterone biosynthesis, campesterol => castasterone

Reaction

R07431

6-deoxo-cathasterone:brassinosteroid C23alpha-hydroxylase

R07448

6-deoxocathasterone:brassinosteroid C23alpha-hydroxylase

R07786

22alpha-hydroxy-campesterol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07787

22alpha-hydroxy-campest-4-en-3-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07791

22alpha-hydroxy-5alpha-campestan-3-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

R07792

3-epi-6-deoxocathasterone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00905 Brassinosteroid biosynthesis
    K12638  CYP90D1; 3-epi-6-deoxocathasterone 23-monooxygenase
09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K12638  CYP90D1; 3-epi-6-deoxocathasterone 23-monooxygenase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.147  22alpha-hydroxysteroid 23-monooxygenase
     K12638  CYP90D1; 3-epi-6-deoxocathasterone 23-monooxygenase
Cytochrome P450 [BR:ko00199]
Cytochrome P450, plant type
  CYP90 family
   K12638  CYP90D1; 3-epi-6-deoxocathasterone 23-monooxygenase

Genes

ATH:	AT3G13730(CYP90D1)

ALY:	9298835 9321051

CRB:

17893533

CSAT:

104745632 104765165

EUS:	EUTSA_v10020591mg

BRP:	103842602 103870101

BNA:	106350972 106351089 106440615 106452300

BOE:	106327160 106344076

RSZ:	108805921 108857636

THJ:

104810577

CPAP:

110818395

CIT:

102610008

CIC:	CICLE_v10025448mg

PVY:

MINC:

TCC:

GRA:

GHI:	107906110 107943285

GAB:

108451933

HSYR:

120131682 120133286 120148566 120190482 120197921

DZI:	111274623 111280433

EGR:

104449963

RARG:

115737570

GMX:	100782687 100797868

GSJ:	114417944 114422309

PVU:

VRA:

VAR:

VUN:

VUM:

CCAJ:

APRC:

MTR:

TPRA:

CAM:

PSAT:

VVO:	131616273 131623326

LJA:

130746580

ADU:	107461434 107464245

AIP:	107612705 107618558

AHF:	112706501 112710103 112772650 112777343

LANG:

109358278

PCIN:

129287880 129291660 129300600

QSA:	O6P43_018295 O6P43_027654

FVE:

AANS:

RCN:

PPER:

PMUM:

PAVI:

PDUL:

MDM:

MSYL:

PXB:	103934102 103957186

PCOX:

ZJU:

MNT:

CSAV:

CSV:	101212581 101217830

CMO:	103490016 103500734

BHJ:	120086051 120091319

MCHA:

CMAX:

CMOS:

CPEP:

RCU:

MEAN:

JCU:

HBR:

MESC:

POP:	18096744 7465155

PEU:	105114341 105118255 105118442

PALZ:

118030995 118040884

PNZ:	133695780 133701085

JRE:	108991288 109007914

CILL:

CAVE:

AGLU:

QSU:

QLO:

TWL:

VVI:

VRI:

SLY:

SPEN:

SOT:

SSTN:

SDUL:

CANN:

LBB:

NTA:	107795780 107816861

NSY:

NTO:

NAU:

INI:

ITR:

SIND:

OEU:

EGT:

SSPL:

SMIL:

SHIS:

APAN:

PEBU:

HAN:	110886538 110894209

ECAD:

LSV:

CCAV:

DCR:

CSIN:

RVL:	131309902 131335824

AEW:	130750033 130762039 130787573

DLT:	127790419 127794258

BVG:

104900369

SOE:

110785866

CQI:	110684296 110719834

ATRI:

SLAF:

MOF:

NNU:

MING:

TSS:	122653626 122667105

PSOM:

113347873 113349511

PDA:	103712873 103718648

EGU:	105040406 105047955 105059996

MUS:	103999307 135605997 135616929 135625395

ZOF:

121976062

DCT:	110094797 110107619

PEQ:	110020222 110022604

AOF:

MSIN:

ACAK:

NCOL:

ATR:	18429333 18448141

CJF:	131028955 131028956 131076784 131076786

SMO:	SELMODRAFT_151754(ROT3B-1) SELMODRAFT_157387(CYP90E3) SELMODRAFT_182839(ROT3A-2)

» show all

Reference

PMID:17138693

Authors

Ohnishi T, Szatmari AM, Watanabe B, Fujita S, Bancos S, Koncz C, Lafos M, Shibata K, Yokota T, Sakata K, Szekeres M, Mizutani M

Title

C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis.

Journal

Plant Cell 18:3275-88 (2006)
DOI:10.1105/tpc.106.045443

Sequence

[ath:AT3G13730]

LinkDB

ENZYME: 1.14.14.147

Entry

EC 1.14.14.147              Enzyme

Name

22alpha-hydroxysteroid 23-monooxygenase;
cytochrome P450 90C1;
CYP90D1;
CYP90C1;
3-epi-6-deoxocathasterone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating);
3-epi-6-deoxocathasterone 23-monooxygenase

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

22alpha-hydroxysteroid,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

Reaction(IUBMB)

(1) 3-epi-6-deoxocathasterone + [reduced NADPH---hemoprotein reductase] + O2 = 6-deoxotyphasterol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07792];
(2) (22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH---hemoprotein reductase] + O2 = 3-dehydro-6-deoxoteasterone + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07791]

Reaction(KEGG)

R07791 R07792;
(other) R07786 R07787

Substrate

3-epi-6-deoxocathasterone [CPD:C16251];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one [CPD:C15797]

Product

6-deoxotyphasterol [CPD:C15801];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
3-dehydro-6-deoxoteasterone [CPD:C15800]

Comment

A cytochrome P-450 (heme-thiolate) protein involved in brassinosteroid biosynthesis in plants. The enzyme has a relaxed substrate specificity, and C-23 hydroxylation can occur at different stages in the pathway. In Arabidopsis thaliana two isozymes, encoded by the CYP90C1 and CYP90D1 genes, have redundant activities.

History

EC 1.14.14.147 created 2010 as EC 1.14.13.112, transferred 2018 to EC 1.14.14.147, modified 2022

Pathway

ec00905

Brassinosteroid biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K12637

3-epi-6-deoxocathasterone 23-monooxygenase

K12638

3-epi-6-deoxocathasterone 23-monooxygenase

Genes

ATH:	AT3G13730(CYP90D1) AT4G36380(ROT3)

ALY:	9298835 9303091 9321051

CRB:	17877976 17893533

CSAT:

104716496(ROT3) 104721136 104733119 104745632 104765165

EUS:	EUTSA_v10020591mg EUTSA_v10024901mg

BRP:	103842602 103862467 103868633 103870101

BNA:	106350972 106351089 106354012 106369862 106409581 106440615 106451959 106452300

BOE:	106302041 106307279 106327160 106344076

RSZ:	108805921 108839589 108849049 108857636 130502480 130505171

THJ:	104807476 104810577

CPAP:

110818395 110822476

CIT:	102610008 102623590

CIC:	CICLE_v10025448mg CICLE_v10025479mg

PVY:	116106176 116118949

MINC:

123198912 123205796 123219507 123219819

TCC:	18596114 18610843

GRA:	105769910 105787502 105803759

GHI:	107906110 107913036 107936555 107943285 121209822

GAB:	108451933 108458395 108472765

HSYR:

120122499 120131682 120133286 120148566 120190482 120195353 120197921 120216360

DZI:	111274623 111280433 111293281 111301082 111316248

EGR:	104422732 104449963

RARG:

115737570 115741167

GMX:	100782687 100797868 100799030 100812489

GSJ:	114375691 114381782 114417944 114420172 114422309

PVU:	137808430 137811510 137818295

VRA:	106768728 106773857 106777471

VAR:	108323332 108335338 108336674

VUN:	114166334 114174236 114179716

VUM:	124819874 124834822 124849044

CCAJ:

109801110 109809062 109814118

APRC:

113851021 113856000 113858772 113870295

MTR:	11405666 11406632 25500440

TPRA:

123883166 123910389 123910391 123924335

CAM:	101488381 101505609 101509993

PSAT:

127074637 127076400 127076401 127120195

VVO:	131616273 131623326 131640484 131652055

LJA:	130711421 130740671 130746580

ADU:	107461434 107464245 107488015

AIP:	107612705 107618558 107642922

AHF:	112706501 112710103 112749491 112772650 112777343 112800770

LANG:

109348710 109358278

PCIN:

129287880 129291660 129300600 129301173 129311548

QSA:	O6P43_018295 O6P43_024821 O6P43_027654

FVE:	101297721 101302700

AANS:

126793328 126801056

RCN:	112187971 112188662

PPER:

18771246 18784338

PMUM:

103327717 103340160

PAVI:

110767804 110773923

PDUL:

117622280 117636128

MDM:	103400874 103431557 103453669

MSYL:

126590494 126604862 126634453

PXB:	103934102 103957186

PCOX:

137709005 137741005 137742701 137748615

ZJU:	107403831 107424559

MNT:	112094164 21388039

CSAV:

115707571 115714852

CSV:	101203911 101212581 101217830

CMO:	103485087 103490016 103500734

BHJ:	120073232 120086051 120091319

MCHA:

111005423 111016959

CMAX:

111479936 111496682

CMOS:

111458064 111463512

CPEP:

111782027 111790258

RCU:	8266971 8279118

MEAN:

126676229 126681031

JCU:	105631477 105639077

HBR:	110639585 110648648 110668522

MESC:

110608590 110626427

POP:	18096744 7465155 7495513

PEU:	105114341 105118255 105118442 105126648

PALZ:

118030995 118040884 118063091

PNZ:	133672776 133695780 133701085

JRE:	108991288 108992064 109007914

CILL:

122281481 122300963 122317271

CAVE:

132172984 132186074

AGLU:

133851729 133862201

QSU:	112000874 112003250

QLO:	115962687 115989007 115994450

TWL:	120013070 120015527

VVI:	100259060 100259945

VRI:	117912322 117921515

SLY:	101245605 101256170

SPEN:

107009038 107014078

SOT:	102582597 102598106

SSTN:

125849542 125859968

SDUL:

129874352 129896963

CANN:

107860019 107861744

LBB:	132621147 132634380

NTA:	107771928 107795325 107795780 107816861

NSY:	104213362 104213597

NTO:	104118978 104121493

NAU:	109210485 109231818

INI:	109177767 109190236

ITR:	116000340 116023130

SIND:

105157742 105165748

OEU:

111367697

EGT:	105965330 105975773

SSPL:

121767418 121768407 121771701 121771730

SMIL:

130986714 130991571

SHIS:

125207580 125208525

APAN:

127244242 127262812

PEBU:

140803053 140803974

HAN:	110886538 110894209 110915370

ECAD:

122579553 122596266

LSV:	111897310 111910313 122194394 128125930 128132646 128132647 128132648 128132649 128132650

CCAV:

112513182 112517254

DCR:	108219828 108220552

CSIN:

114270454 114279029 114309759

RVL:	131303225 131309902 131335824

AEW:	130750033 130762039 130777622 130787573

DLT:	127790419 127794258 127803062

BVG:	104895094 104900369

SOE:	110785866 110798894

CQI:	110682556 110684296 110685861 110719834

ATRI:

130807928 130812630

SLAF:

141607447 141614217 141623032

MOF:	131155914 131164909

NNU:	104586612 104595594 104610557

MING:

122074479 122078744 122089610

TSS:	122653626 122661980 122667105

PSOM:

113288714 113288788 113347873 113349511

TANG:

140778243

PDA:	103712873 103718648 103723970

EGU:	105040406 105042258 105047955 105059996

MUS:	103999307 135605997 135616929 135618281 135625395

ZOF:	121976062 122044032

DCT:	110094797 110107619

PEQ:	110020222 110022604

AOF:	109828140 109835455

MSIN:

131218595 131233238

ACAK:

137939081 137946443 137950071 137966292

NCOL:

116256449 116256903

ATR:	18429333 18448141

CJF:	131028955 131028956 131076784 131076786

SMO:	SELMODRAFT_151754(ROT3B-1) SELMODRAFT_157387(CYP90E3) SELMODRAFT_182839(ROT3A-2)

» show all

Reference

1 [PMID:15703058]

Authors

Kim GT, Fujioka S, Kozuka T, Tax FE, Takatsuto S, Yoshida S, Tsukaya H.

Title

CYP90C1 and CYP90D1 are involved in different steps in the brassinosteroid biosynthesis pathway in Arabidopsis thaliana.

Journal

Plant J 41:710-21 (2005)
DOI:10.1111/j.1365-313X.2004.02330.x

Reference

2 [PMID:17138693]

Authors

Ohnishi T, Szatmari AM, Watanabe B, Fujita S, Bancos S, Koncz C, Lafos M, Shibata K, Yokota T, Sakata K, Szekeres M, Mizutani M

Title

C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis.

Journal

Plant Cell 18:3275-88 (2006)
DOI:10.1105/tpc.106.045443

Sequence

[ath:AT4G36380 AT3G13730]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.147

IUBMB Enzyme Nomenclature:

1.14.14.147

ExPASy - ENZYME nomenclature database:

1.14.14.147

BRENDA, the Enzyme Database:

1.14.14.147

LinkDB

REACTION: R07786

Entry

R07786                      Reaction

Name

22alpha-hydroxy-campesterol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (C-23-hydroxylating)

Definition

22alpha-Hydroxy-campesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (22R,23R)-22,23-Dihydroxycampesterol + [Oxidized NADPH---hemoprotein reductase] + H2O

Equation

C15795 + C03024 + C00007 <=> C16252 + C03161 + C00001

Reaction class

RC02078

C15795_C16252

Enzyme

1.14.14.147

Pathway

rn00905

Brassinosteroid biosynthesis

Brite

Enzymatic reactions [BR:br08201]
1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.147
     R07786  22alpha-Hydroxy-campesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (22R,23R)-22,23-Dihydroxycampesterol + [Oxidized NADPH---hemoprotein reductase] + H2O

Orthology

K12637

3-epi-6-deoxocathasterone 23-monooxygenase [EC:1.14.14.147]

K12638

3-epi-6-deoxocathasterone 23-monooxygenase [EC:1.14.14.147]

Other DBs

RHEA:

69830

LinkDB

DBGET integrated database retrieval system