Cholesterol metabolism with Bloch and Kandutsch-Russell pathways

Acimovic J, Rozman D. Steroidal triterpenes of cholesterol synthesis. Molecules. 2013 Apr 04;18(4):4002–17. PMID: 23558541; PMCID: PMC6269928.

Metabolites

(3S,22S)-2,3:22,23-Diepoxy-2,3,22,23-tetrahydrosqualene

Formula: C30H50O2 (442.38106)

CAS ID:

(9Z)-Hexadecenoic acid

Formula: C16H30O2 (254.224568)

CAS ID: 373-49-9

(9Z)-Octadecenoic acid

Formula: C18H34O2 (282.2558664)

CAS ID: 112-80-1

(R)-5-Diphosphomevalonate

Formula: C6H14O10P2 (308.0062204)

CAS ID: 103025-21-4

(R)-5-Phosphomevalonate

Formula: C6H13O7P (228.0398878)

CAS ID: 73566-35-5

(R)-Mevalonate

Formula: C6H12O4 (148.0735552)

CAS ID: 17817-88-8

(S)-2,3-Epoxysqualene

Formula: C30H50O (426.386145)

CAS ID: 54910-48-4

(S)-3-Hydroxy-3-methylglutaryl-CoA

Formula: C27H44N7O20P3S (911.1574614)

CAS ID: 1553-55-5

24,25-Dihydrolanosterol

Formula: C30H52O (428.4017942)

CAS ID: 79-62-9

24(S),25-Epoxycholesterol

Formula: C27H44O2 (400.3341124)

CAS ID: 77058-74-3

4,4-Dimethyl-5alpha-cholesta-8-en-3beta-ol

Formula: C29H50O (414.386145)

CAS ID: 7240-15-5

4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol

Formula: C29H46O (410.3548466)

CAS ID: 64284-64-6

4alpha-Methylcholesta-8-en-3beta-ol

Formula: C28H48O (400.37049579999996)

CAS ID: 5241-22-5

5alpha-Cholest-8-en-3beta-ol

Formula: C27H46O (386.3548466)

CAS ID: 566-97-2

5alpha-Cholesta-7,24-dien-3beta-ol

Formula: C27H44O (384.3391974)

CAS ID: 651-54-7

7-Dehydrocholesterol

Formula: C27H44O (384.3391974)

CAS ID: 434-16-2

7-Dehydrodesmosterol

Formula: C27H42O (382.3235482)

CAS ID: 1715-86-2

7alpha-Hydroxycholesterol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 566-26-7

Acetyl-CoA

Formula: C23H38N7O17P3S (809.1257688000001)

CAS ID: 72-89-9

Cerebrosterol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 474-73-7

Cholest-4-en-3-one

Formula: C27H44O (384.3391974)

CAS ID: 601-57-0

Cholest-5-ene-3beta,26-diol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 13095-61-9

Cholesterol

Formula: C27H46O (386.3548466)

CAS ID: 57-88-5

Desmosterol

Formula: C27H44O (384.3391974)

CAS ID: 313-04-2

Dimethylallyl diphosphate

Formula: C5H12O7P2 (246.0058262)

CAS ID: 358-72-5

Geranyl diphosphate

Formula: C10H20O7P2 (314.068423)

CAS ID: 763-10-0

Isopentenyl diphosphate

Formula: C5H12O7P2 (246.0058262)

CAS ID: 358-71-4

Lanosterol

Formula: C30H50O (426.386145)

CAS ID: 79-63-0

Lathosterol

Formula: C27H46O (386.3548466)

CAS ID: 80-99-9

trans,trans-Farnesyl diphosphate

Formula: C15H28O7P2 (382.1310198)

CAS ID: 372-97-4

Zymosterol

Formula: C27H44O (384.3391974)

CAS ID: 128-33-6

Zymosterone

Formula: C27H42O (382.3235482)

CAS ID: 27192-37-6

4a-Methyl-5a-cholesta-8,24-dien-3-one

Formula: C28H44O (396.3391974)

CAS ID: 7377-73-3

4b-Hydroxycholesterol

Formula: C27H46O2 (402.34976159999997)

CAS ID: 17320-10-4

4,4-dimethyl-14alpha-formyl-5alpha-cholesta-8,24-dien-3beta-ol

Formula: C30H48O2 (440.36541079999995)

CAS ID: 79294-83-0

4,4-dimethyl-14alpha-formyl-5alpha-cholest-8-en-3beta-ol

Formula: C30H50O2 (442.38106)

CAS ID: 59200-40-7

4,4-dimethyl-14alpha-hydroxymethyl-5alpha-cholest-8-en-3beta-ol

Formula: C30H52O2 (444.3967092)

CAS ID: 59200-39-4

4,4-dimethyl-5alpha-cholesta-8,14-dien-3beta-ol

Formula: C29H48O (412.37049579999996)

CAS ID: 19456-83-8

4α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol

Formula: C29H46O3 (442.34467659999996)

CAS ID: 32468-21-6

4α-carboxy-4β-methyl-5α-cholesta-8-en-3β-ol

Formula: C29H48O3 (444.36032579999994)

CAS ID:

4α-carboxy-5α-cholesta-8-en-3β-ol

Formula: C28H46O3 (430.34467659999996)

CAS ID:

4α-formyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol

Formula: C29H46O2 (426.34976159999997)

CAS ID: 1028833-06-8

4α-formyl-4β-methyl-5α-cholesta-8-en-3β-ol

Formula: C29H48O2 (428.36541079999995)

CAS ID:

4α-formyl-5α-cholesta-8,24-dien-3β-ol

Formula: C28H44O2 (412.3341124)

CAS ID:

4α-hydroxymethyl-4β-methyl-5α-cholesta-8,24-dien-3β-ol

Formula: C29H48O2 (428.36541079999995)

CAS ID: 616897-75-7

4α-hydroxymethyl-4β-methyl-5α-cholesta-8-en-3β-ol

Formula: C29H50O2 (430.38106)

CAS ID:

4α-hydroxymethyl-5α-cholesta-8,24-dien-3β-ol

Formula: C28H46O2 (414.34976159999997)

CAS ID:

4α-methyl-5α-cholesta-8-en-3-one

Formula: C28H46O (398.3548466)

CAS ID:

5alpha-cholest-8-en-3-one

Formula: C27H44O (384.3391974)

CAS ID:

32-Hydroxylanosterol

Formula: C30H50O2 (442.38106)

CAS ID: 111420-56-5

Squalene, analytical standard

Formula: C30H50 (410.39123)

CAS ID:



Enzyme

EC Number name full name note
1.1.1.170 3beta-hydroxysteroid-4alpha-carboxylate 3-dehydrogenase (decarboxylating) 3beta-hydroxysteroid-4alpha-carboxylate:NAD(P)+ 3-oxidoreductase (decarboxylating)
1.14.14.154 sterol 14alpha-demethylase sterol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (14-methyl cleaving)
1.14.18.9 4alpha-methylsterol monooxygenase 4,4-dimethyl-5alpha-cholest-7-en-3beta-ol,ferrocytochrome-b5:oxygen oxidoreductase (C4alpha-methyl-hydroxylating)
1.14.19.1 stearoyl-CoA 9-desaturase stearoyl-CoA,ferrocytochrome-b5:oxygen oxidoreductase (9,10-dehydrogenating)
1.3.1.70 DELTA14-sterol reductase 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol:NADP+ DELTA14-oxidoreductase
1.3.1.72 DELTA24-sterol reductase sterol:NADP+ DELTA24-oxidoreductase


Proteins

Protein ID name full name