Compound
7alpha-hydroxycholesterol
The 7α-hydroxy derivative of cholesterol.
Definition from ChEBI (CHEBI:17500), read 2026-09-23. CC BY 4.0.
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C27H46O2
- Mass
- 402.663 g/mol
- Charge
- 0
- InChIKey
- OYXZMSRRJOYLLO-RVOWOUOISA-N
- SMILES
- [H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@]3([H])[C@H](C)CCCC(C)C)[C@]1([H])[C@H](O)C=C1C[C@@H](O)CC[C@@]12C
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
1 entity
1 entities reached.
0 reported hops1 assembled from the scaffold
What the reference databases state
Chemical structure
- 7alpha-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:17500Inferred only
Statements
8 statements
8 statements · 2 reference databases · Subject: 7alpha-hydroxycholesterol · Sources: Human-GEM, Rhea
- 7alpha-hydroxycholesterol is converted to 7alpha-hydroxycholest-4-en-3-oneCompoundHuman-GEM MAR01585Inferred only
- 7alpha-hydroxycholesterol is converted to 7alpha-hydroxycholest-4-en-3-oneCompoundHuman-GEM MAR01584Inferred only
- 7alpha-hydroxycholesterol is converted to 7alpha-hydroxycholest-4-en-3-oneCompoundHuman-GEM MAR02860Inferred only
- 7alpha-hydroxycholest-4-en-3-one is converted to 7alpha-hydroxycholesterolCompoundHuman-GEM MAR02860Inferred only
- CHEBI:1307929 is converted to 7alpha-hydroxycholesterolCompoundHuman-GEM MAR01581Inferred only
- 7alpha-hydroxycholesterol is metabolised by CYP7A1ProteinRhea RHEA:21812Inferred only
- 7alpha-hydroxycholesterol is a substrate of HSD3B7ProteinHuman-GEM MAR01584Inferred only
- 7alpha-hydroxycholesterol is a substrate of HSD3B7ProteinHuman-GEM MAR01585Inferred only
Reactions
8 reactions
CHEBI:1307929+proton+NADPH(4-)+dioxygen7alpha-hydroxycholesterol+water+NADP(3-)
Catalysed by CYP7A1
Reaction pageLeft to rightBalancedEC 1.14.14.23GO:0005783
Human-GEM MAR01581CC BY 4.0Reference data
7alpha-hydroxycholesterol+NAD(+)7alpha-hydroxycholest-4-en-3-one+proton+NADH(2-)
Catalysed by HSD3B7
Reaction pageLeft to rightBalancedEC 1.1.1.181GO:0005783
Human-GEM MAR01584CC BY 4.0Reference data
7alpha-hydroxycholesterol+NADP(3-)7alpha-hydroxycholest-4-en-3-one+proton+NADPH(4-)
Catalysed by HSD3B7
Reaction pageLeft to rightBalancedEC 1.1.1.181GO:0005783
Human-GEM MAR01585CC BY 4.0Reference data
7alpha-hydroxycholesterol+NAD(+)7alpha-hydroxycholest-4-en-3-one+proton+NADH(2-)
Reaction pageReversibleBalancedEC 5.3.3.1GO:0005829
Human-GEM MAR02860CC BY 4.0Reference data
7alpha-hydroxycholesterol+NAD(1-)7alpha-hydroxycholest-4-en-3-one+NADH(2-)+hydron
Catalysed by HSD3B7
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:11896CC BY 4.0Reference data
cholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen7alpha-hydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP7A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:21812CC BY 4.0Reference data
7alpha-hydroxycholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen(24S)-7alpha-dihydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP46A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:46380CC BY 4.0Reference data
CHEBI:64294+NADPH(4-)+hydron7alpha-hydroxycholesterol+NADP(3-)
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:68740CC BY 4.0Reference data
Other names
12 names
Resolves to: 7alpha-hydroxycholesterol
- Also called
- (3beta,7alpha)-cholest-5-ene-3,7-diol(3β,7α)-cholest-5-ene-3,7-diol5-cholesten-3beta,7alpha-diol5-cholesten-3β,7α-diol7-alpha-hydroxycholesterol7alpha-hydroxy-cholesterol7α-hydroxy-cholesterolcholest-5-en-3beta,7alpha-diolcholest-5-en-3β,7α-diolCholest-5-ene-3beta,7alpha-diolST 27:1;O2
- Systematic name
- cholest-5-ene-3β,7α-diol