Compound
cholesterol
The principal sterol of all higher animals, distributed in body tissues, especially the brain and spinal cord, and in animal fats and oils.
CHEBI:16113ChEBI
Structure
Loading the model…
- Class
- Organic compound
- Formula
- C27H46O
- Mass
- 386.664 g/mol
- Charge
- 0
- InChIKey
- HVYWMOMLDIMFJA-DPAQBDIFSA-N
- SMILES
- [H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CCCC(C)C
- Look it up
- ChEBIPubChemBy InChIKey
Identity from ChEBI, geometry from PubChem. Not evidence.
What it touches on the way
Mechanistic reach
40 entities
40 entities reached.
0 reported hops40 assembled from the scaffold
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only265 paths53 endpoints
- NPC2ProteinUNIPROT:P61916transported byInferred only221 paths208 endpoints
- GBA1ProteinUNIPROT:P04062substrate ofInferred only176 paths16 endpoints
- VMP1ProteinUNIPROT:Q96GC9transported byInferred only128 paths128 endpoints
- LCATProteinUNIPROT:P04180substrate ofInferred only117 paths13 endpoints
- SOAT1ProteinUNIPROT:P35610substrate ofInferred only99 paths11 endpoints
- CYP11A1ProteinUNIPROT:P05108metabolized byInferred only60 paths30 endpoints
- ABCA8ProteinUNIPROT:O94911transported byInferred only49 paths48 endpoints
- SHHProteinUNIPROT:Q15465substrate ofInferred only48 paths48 endpoints
- ABCA1ProteinUNIPROT:O95477transported byInferred only47 paths47 endpoints
- OSBPProteinUNIPROT:P22059transported byInferred only46 paths46 endpoints
- CYP2C9ProteinUNIPROT:P11712metabolized byInferred only43 paths43 endpoints
Show the remaining 28
- CYP1A2ProteinUNIPROT:P05177metabolized byInferred only39 paths39 endpoints
- ABCA3ProteinUNIPROT:Q99758transported byInferred only36 paths36 endpoints
- IHHProteinUNIPROT:Q14623substrate ofInferred only33 paths33 endpoints
- CYP7A1ProteinUNIPROT:P22680metabolized byInferred only33 paths33 endpoints
- GBA2ProteinUNIPROT:Q9HCG7substrate ofInferred only32 paths8 endpoints
- SOAT2ProteinUNIPROT:O75908substrate ofInferred only30 paths6 endpoints
- CYP27A1ProteinUNIPROT:Q02318metabolized byInferred only29 paths29 endpoints
- CYP2D6ProteinUNIPROT:P10635metabolized byInferred only24 paths24 endpoints
- STARD3ProteinUNIPROT:Q14849transported byInferred only23 paths23 endpoints
- NPC1ProteinUNIPROT:O15118transported byInferred only23 paths23 endpoints
- DHHProteinUNIPROT:O43323substrate ofInferred only21 paths21 endpoints
- CYP46A1ProteinUNIPROT:Q9Y6A2metabolized byInferred only16 paths16 endpoints
- CH25HProteinUNIPROT:O95992substrate ofInferred only16 paths8 endpoints
- GRAMD1BProteinUNIPROT:Q3KR37transported byInferred only14 paths14 endpoints
- STARProteinUNIPROT:P49675transported byInferred only13 paths12 endpoints
- OSBPL2ProteinUNIPROT:Q9H1P3transported byInferred only12 paths6 endpoints
- SULT1C2ProteinUNIPROT:O00338metabolized byInferred only12 paths12 endpoints
- PTCH1ProteinUNIPROT:Q13635transported byInferred only11 paths11 endpoints
- ABCA5ProteinUNIPROT:Q8WWZ7transported byInferred only8 paths8 endpoints
- TMEM41BProteinUNIPROT:Q5BJD5transported byInferred only6 paths6 endpoints
- GBA3ProteinUNIPROT:Q9H227substrate ofInferred only5 paths5 endpoints
- NPC1L1ProteinUNIPROT:Q9UHC9transported byInferred only5 paths5 endpoints
- SULT2B1ProteinUNIPROT:O00204metabolized byInferred only5 paths5 endpoints
- ABCA13ProteinUNIPROT:Q86UQ4transported byInferred only3 paths3 endpoints
- ABCG5ProteinUNIPROT:Q9H222transported byInferred only3 paths3 endpoints
- PDZD8ProteinUNIPROT:Q8NEN9transported byInferred only2 paths2 endpoints
- ABCG4ProteinUNIPROT:Q9H172transported byInferred only2 paths2 endpoints
- OSBP2ProteinUNIPROT:Q969R2transported byInferred only1 path1 endpoint
What the reference databases state
Chemical structure
- (20R)-17alpha,20-dihydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:783Inferred only
- (22R)-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:67237Inferred only
- (22S)-22-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:1301Inferred only
- (25R)-cholest-5-ene-3beta,26-diol has the functional parent cholesterolCompoundChEBI CHEBI:76591Inferred only
- 24S,25-dihydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:86074Inferred only
- 25-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:42977Inferred only
- 26-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:17703Inferred only
- 4beta-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:85778Inferred only
- 7alpha-hydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:17500Inferred only
- 7alpha,25-dihydroxycholesterol has the functional parent cholesterolCompoundChEBI CHEBI:37623Inferred only
- a cholesterol ester has the functional parent cholesterolCompoundChEBI CHEBI:17002Inferred only
- cholesteryl 3-beta-D-glucoside has the functional parent cholesterolCompoundChEBI CHEBI:17495Inferred only
Statements
94 statements
94 statements · 1 reference database · Subject: cholesterol · Sources: Rhea
- cholesterol is converted to 25-hydroxycholesterolCompoundRhea RHEA:46132Inferred only
- 26-hydroxycholesterol is converted to cholesterolCompoundRhea RHEA:43836Inferred only
- cholesterol is converted to 26-hydroxycholesterolCompoundRhea RHEA:43836Inferred only
- cholesterol is converted to 7-dehydrocholesterolCompoundRhea RHEA:45024Inferred only
- cholesterol is converted to 7-dehydrocholesterolCompoundRhea RHEA:51644Inferred only
- 7-dehydrocholesterol is converted to cholesterolCompoundRhea RHEA:51644Inferred only
- 7-dehydrocholesterol is converted to cholesterolCompoundRhea RHEA:45024Inferred only
- 7-dehydrocholesterol is converted to cholesterolCompoundRhea RHEA:23984Inferred only
- cholesterol is converted to cholesterol sulfateCompoundRhea RHEA:52368Inferred only
- desmosterol is converted to cholesterolCompoundRhea RHEA:36391Inferred only
- cholesterol is metabolised by CYP11A1ProteinRhea RHEA:34335Inferred only
- cholesterol is metabolised by CYP11A1ProteinRhea RHEA:35739Inferred only
Show the remaining 82
- cholesterol is metabolised by CYP1A2ProteinRhea RHEA:50256Inferred only
- cholesterol is metabolised by CYP27A1ProteinRhea RHEA:46400Inferred only
- cholesterol is metabolised by CYP2C9ProteinRhea RHEA:50256Inferred only
- cholesterol is metabolised by CYP2D6ProteinRhea RHEA:50256Inferred only
- cholesterol is metabolised by CYP3A4ProteinRhea RHEA:46140Inferred only
- cholesterol is metabolised by CYP3A4ProteinRhea RHEA:46128Inferred only
- cholesterol is metabolised by CYP3A4ProteinRhea RHEA:46144Inferred only
- cholesterol is metabolised by CYP3A4ProteinRhea RHEA:50256Inferred only
- cholesterol is metabolised by CYP3A4ProteinRhea RHEA:50264Inferred only
- cholesterol is metabolised by CYP46A1ProteinRhea RHEA:22716Inferred only
- cholesterol is metabolised by CYP7A1ProteinRhea RHEA:21812Inferred only
- cholesterol is metabolised by SULT1C2ProteinRhea RHEA:52368Inferred only
- cholesterol is metabolised by SULT2B1ProteinRhea RHEA:52368Inferred only
- cholesterol is a substrate of CH25HProteinRhea RHEA:46132Inferred only
- cholesterol is a substrate of CH25HProteinRhea RHEA:21104Inferred only
- cholesterol is a substrate of DHHProteinRhea RHEA:59504Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70235Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70239Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70251Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70255Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70315Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70311Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70307Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:70303Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:58264Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:58316Inferred only
- cholesterol is a substrate of GBA1ProteinRhea RHEA:58324Inferred only
- cholesterol is a substrate of GBA2ProteinRhea RHEA:58324Inferred only
- cholesterol is a substrate of GBA2ProteinRhea RHEA:70235Inferred only
- cholesterol is a substrate of GBA2ProteinRhea RHEA:58264Inferred only
- cholesterol is a substrate of GBA2ProteinRhea RHEA:70255Inferred only
- cholesterol is a substrate of GBA3ProteinRhea RHEA:70239Inferred only
- cholesterol is a substrate of IHHProteinRhea RHEA:59504Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53464Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53448Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53456Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53460Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53468Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53472Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53476Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53516Inferred only
- cholesterol is a substrate of LCATProteinRhea RHEA:53520Inferred only
- cholesterol is a substrate of SHHProteinRhea RHEA:59504Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:64328Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:42812Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:42816Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:42796Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:42792Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:17729Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:41436Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:64320Inferred only
- cholesterol is a substrate of SOAT1ProteinRhea RHEA:64324Inferred only
- cholesterol is a substrate of SOAT2ProteinRhea RHEA:17729Inferred only
- cholesterol is a substrate of SOAT2ProteinRhea RHEA:42816Inferred only
- cholesterol is a substrate of SOAT2ProteinRhea RHEA:46612Inferred only
- cholesterol is a substrate of SOAT2ProteinRhea RHEA:41436Inferred only
- cholesterol is a substrate of SOAT2ProteinRhea RHEA:46620Inferred only
- cholesterol is transported by ABCA1ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCA13ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCA3ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCA5ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCA8ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCG1ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCG4ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCG5ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by ABCG8ProteinRhea RHEA:39051Inferred only
- cholesterol is transported by GRAMD1BProteinRhea RHEA:39747Inferred only
- cholesterol is transported by NPC1ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by NPC1L1ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by NPC2ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by OSBPProteinRhea RHEA:84179Inferred only
- cholesterol is transported by OSBP2ProteinRhea RHEA:84879Inferred only
- cholesterol is transported by OSBPL2ProteinRhea RHEA:84883Inferred only
- cholesterol is transported by OSBPL2ProteinRhea RHEA:84879Inferred only
- cholesterol is transported by PDZD8ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by PTCH1ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by PTCH2ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by STARProteinRhea RHEA:39747Inferred only
- cholesterol is transported by STARD3ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by STARD4ProteinRhea RHEA:39747Inferred only
- cholesterol is transported by TMEM41BProteinRhea RHEA:39747Inferred only
- cholesterol is transported by VMP1ProteinRhea RHEA:39747Inferred only
Reactions
66 reactions
cholesteryl 3-beta-D-glucoside+watercholesterol+D-glucose
Reaction pageLeft to rightBalanced
Rhea RHEA:11956CC BY 4.0Reference data
an acyl-CoA+cholesterola cholesterol ester+coenzyme A(4-)
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:17729CC BY 4.0Reference data
cholesterol+AH2+dioxygen25-hydroxycholesterol+A+water
Catalysed by CH25H
Reaction pageLeft to rightBalanced
Rhea RHEA:21104CC 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
cholesterol+reduced [NADPH--hemoprotein reductase]+dioxygen(24S)-hydroxycholesterol+oxidized [NADPH--hemoprotein reductase]+water+hydron
Catalysed by CYP46A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:22716CC BY 4.0Reference data
cholesterol+NADP(3-)7-dehydrocholesterol+NADPH(4-)+hydron
Catalysed by DHCR7
Reaction pageRight to leftBalanced
Rhea RHEA:23984CC BY 4.0Reference data
cholesterol+dioxygenCHEBI:63906+hydrogen peroxide
Reaction pageDirection not assertedBalanced
Rhea RHEA:32183CC BY 4.0Reference data
cholesteryl (9Z-octadecenoate)+watercholesterol+(9Z)-octadecenoate+hydron
Catalysed by CEL or CES1 or LIPA or LIPE or NCEH1
Reaction pageLeft to rightBalanced
Rhea RHEA:33875CC BY 4.0Reference data
cholesterol+a 1,2-diacyl-sn-glycero-3-phosphocholinea cholesterol ester+a 1-acyl-sn-glycero-3-phosphocholine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:34087CC BY 4.0Reference data
2reduced [adrenodoxin]+cholesterol+dioxygen+2hydron(22R)-hydroxycholesterol+2oxidized [adrenodoxin]+water
Catalysed by CYP11A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:34335CC BY 4.0Reference data
cholesterol+NAD(1-)CHEBI:63906+NADH(2-)+hydron
Reaction pageDirection not assertedBalanced
Rhea RHEA:35459CC BY 4.0Reference data
6reduced [adrenodoxin]+cholesterol+3dioxygen+6hydron4-methylpentanal+pregnenolone+6oxidized [adrenodoxin]+4water
Catalysed by CYP11A1
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:35739CC BY 4.0Reference data
Where it reaches
10 systems, 29 regions, 230 tissues, 561 transporter routes — routes, not measurements: transporters known to carry cholesterol are expressed there, and no source reports it arriving.
Loading the model…
Other names
9 names
Resolves to: cholesterol
- Also called
- (3beta,14beta,17alpha)-cholest-5-en-3-ol(3beta)-Cholest-5-en-3-ol(3β,14β,17α)-cholest-5-en-3-olCholest-5-en-3-olCholest-5-en-3beta-olCholesterinCholesteryl alcoholST 27:1;O
- Systematic name
- cholest-5-en-3β-ol