1.14.15.6: cholesterol monooxygenase (side-chain-cleaving)

This is an abbreviated version!
For detailed information about cholesterol monooxygenase (side-chain-cleaving), go to the full flat file.

Reaction

Synonyms

C27-side chain cleavage enzyme, cholesterol 20-22-desmolase, cholesterol C20-22 desmolase, cholesterol C20-C22 lyase, cholesterol desmolase, cholesterol hydroxylase, cholesterol side chain cleavage cytochrome P450, cholesterol side chain cleavage enzyme, cholesterol side-chain cleavage cytochrome P450, cholesterol side-chain cleavage cytochrome P450 enzyme, cholesterol side-chain cleavage enzyme, cholesterol side-chain-cleaving enzyme, cholesterol side-cleaving enzyme, CYP 11A1, Cyp11a, CYP11A1, CYPXIA1, cytochrome P-450scc, cytochrome P450 11A1, cytochrome P450 cholesterol side chain cleavage, cytochrome P450 cholesterol side-chain cleavage, cytochrome P450 side chain cleavage enzyme, cytochrome P450-mediated cholesterol side-chain cleavage enzyme, cytochrome P450-mediated side-chain cleavage enzyme, cytochrome P450scc, desmolase, steroid 20-22, endoenzymes, cholesterol side-chain-cleaving, enzymes, cholesterol side-chain-cleaving, P450 11A1, P450 cholesterol side chain cleaving enzyme, P450 cholesterol side-chain cleavage enzyme, P450(scc), P450scc, steroid 20-22 desmolase, steroid 20-22-lyase

ECTree

     1 Oxidoreductases

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

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

                1.14.15.6 cholesterol monooxygenase (side-chain-cleaving)

Advanced search results

Do not include text mining results

Include results (more...)

Include results (more...)

Results	in table
26	Activating Compound
1312	AA Sequence
7	Application
1	CAS Registry Number
21	Cloned(Commentary)
85	Cofactor
2	Crystallization (Commentary)
814	Disease/ Diagnostics
12	Expression
13	General Information
2	General Stability
35	Inhibitors
5	kcat/KM [mM/s]
23	KM Value [mM]
50	Localization
15	Metals/Ions
35	Molecular Weight [Da]
43	Natural Substrates/ Products (Substrates)
1	Organic Solvent Stability
236	Organism
4	Pathway
12	PDB ID
19	pH Optimum
1	pH Range
38	Protein Variants
31	Purification (Commentary)
4	Reaction
3	Reaction Type
70	Reference
104	Source Tissue
11	Storage Stability
121	Substrates and Products (Substrate)
13	Subunits
96	Synonyms
1	Systematic Name
16	Temperature Optimum [°C]
1	Temperature Range [°C]
1	Temperature Stability [°C]
10	Turnover Number [1/s]

Natural Substrates Products

print visible entries

print all entries

Natural Substrates Products on EC 1.14.15.6 - cholesterol monooxygenase (side-chain-cleaving)

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

top print hide show all columns Go to Natural Substrate Search

Please wait a moment until the data is sorted. This message will disappear when the data is sorted.

NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

(20R,22R)-20,22-dihydroxy-cholesterol + 2 reduced adrenodoxin + O2

pregnenolone + 4-methylpentanal + 2 oxidized adrenodoxin + 2 H2O

3 entries

(22R)-22-hydroxycholesterol + 2 reduced adrenodoxin + O2

(20R,22R)-20,22-dihydroxycholesterol + 2 oxidized adrenodoxin + H2O

3 entries

cholesterol + 2 reduced adrenodoxin + O2

(22R)-22-hydroxycholesterol + 2 oxidized adrenodoxin + H2O

3 entries

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

20 entries

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

5 entries

cholesterol + reduced ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized ferredoxin

2 entries

additional information

?

-

7 entries

(20R,22R)-20,22-dihydroxy-cholesterol + 2 reduced adrenodoxin + O2

pregnenolone + 4-methylpentanal + 2 oxidized adrenodoxin + 2 H2O

Bos taurus

P00189

-

725459

-

-

?

(20R,22R)-20,22-dihydroxy-cholesterol + 2 reduced adrenodoxin + O2

pregnenolone + 4-methylpentanal + 2 oxidized adrenodoxin + 2 H2O

Rattus norvegicus

-

-

725962

-

-

?

(20R,22R)-20,22-dihydroxy-cholesterol + 2 reduced adrenodoxin + O2

pregnenolone + 4-methylpentanal + 2 oxidized adrenodoxin + 2 H2O

Rattus norvegicus Wistar

-

-

725962

-

-

?

(22R)-22-hydroxycholesterol + 2 reduced adrenodoxin + O2

(20R,22R)-20,22-dihydroxycholesterol + 2 oxidized adrenodoxin + H2O

Bos taurus

P00189

-

725459

-

-

?

(22R)-22-hydroxycholesterol + 2 reduced adrenodoxin + O2

(20R,22R)-20,22-dihydroxycholesterol + 2 oxidized adrenodoxin + H2O

Rattus norvegicus

-

-

725962

-

-

?

(22R)-22-hydroxycholesterol + 2 reduced adrenodoxin + O2

(20R,22R)-20,22-dihydroxycholesterol + 2 oxidized adrenodoxin + H2O

Rattus norvegicus Wistar

-

-

725962

-

-

?

cholesterol + 2 reduced adrenodoxin + O2

(22R)-22-hydroxycholesterol + 2 oxidized adrenodoxin + H2O

Bos taurus

P00189

-

725459

-

-

?

cholesterol + 2 reduced adrenodoxin + O2

(22R)-22-hydroxycholesterol + 2 oxidized adrenodoxin + H2O

Rattus norvegicus

-

-

725962

-

-

?

cholesterol + 2 reduced adrenodoxin + O2

(22R)-22-hydroxycholesterol + 2 oxidized adrenodoxin + H2O

Rattus norvegicus Wistar

-

-

725962

-

-

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285425

-

285425

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285429

precursor of all steroid hormones

285429

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285430

precursor of all steroid hormones

285430

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285432

precursor of all steroid hormones

285432

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285433

precursor of all steroid hormones

285433

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

-

285431

isocapraldehyde additional product

285431

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285412

-

285412

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285415

-

285415

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285417

-

285417

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285418

-

285418

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285420

-

285420

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285421

-

285421

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285422

-

285422

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285423

-

285423

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285428

isocapraldehyde additional product

285428

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

-

first step in biosynthesis of all steroid hormones

285426

isocaproic aldehyde additional product

285426

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Bos taurus

P00189

overall reaction

725459

-

-

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Homo sapiens

-

overall reaction

724894

-

-

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Rattus norvegicus

-

overall reaction

725962

-

-

?

cholesterol + 6 reduced adrenodoxin + 3 O2

pregnenolone + 4-methylpentanal + 6 oxidized adrenodoxin + 4 H2O

Rattus norvegicus Wistar

-

overall reaction

725962

-

-

?

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

Bos taurus

-

-

688147

-

-

?

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

Capra aegagrus

-

-

688147

-

-

?

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

Homo sapiens

P05108

-

687970

-

-

?

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

Homo sapiens

-

first and rate-limiting enzyme in adrenal steroidogenesis

675059

-

-

?

cholesterol + reduced adrenal ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin

Sus scrofa

-

-

688147

-

-

?

cholesterol + reduced ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized ferredoxin

Bos taurus

-

metabolic regulation of enzyme expression, overview

676926

-

-

?

cholesterol + reduced ferredoxin + O2

pregnenolone + 4-methylpentanal + oxidized ferredoxin

Homo sapiens

-

the catalyzed reaction is not the rate-limiting step in steroidogenesis except in placenta which lacks the steroidogenic acute regulatory protein, overview, enzyme deficiency by mutations leads to severe disorders, overview

673298

-

-

?

additional information

?

-

Bos taurus

-

the enzyme is important in steroidogenesis, regulatory mechanism, overview

688147

-

-

?

additional information

?

-

Capra aegagrus

-

the enzyme is important in steroidogenesis, regulatory mechanism, overview

688147

-

-

?

additional information

?

-

Homo sapiens

-

leptin interferes with adrenocorticotropin/cAMP signaling, possibly through a janus kinase 2-phosphatidylinositol 3-kinase/akt-phosphodiesterase 3-cAMP pathway, to down-regulate cholesterol side-chain cleavage cytochrome P450 enzyme in human adrenocortical NCI-H295 cell line, mechanism, overview

675059

-

-

?

additional information

?

-

Homo sapiens

-

cytochrome P450scc metabolizes vitamin D3 to 20-hydroxyvitamin D3 and 20,23-dihydroxyvitamin D3, as well as 1-hydroxyvitamin D3 to 1alpha,20-dihydroxyvitamin D3. It also cleaves the side chain of 7-dehydrocholesterol producing 7-dehydropregnenolone, which can be transformed to 20-hydroxy-7-dehydropregnenolone

713379

-

-

?

additional information

?

-

Rattus norvegicus

-

involved in control of pain mechanisms

659756

-

-

?

additional information

?

-

Salmo salar

-

the enzyme is a key enzyme in brain steroidogenesis

673372

-

-

?

additional information

?

-

Sus scrofa

-

the enzyme is important in steroidogenesis, regulatory mechanism, overview

688147

-

-

?