RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet IDRM0135639
RefMet nameCholesterol
Systematic namecholest-5-en-3beta-ol
SynonymsPubChem Synonyms
Sum CompositionST 27:1;O View other entries in RefMet with this sum composition
Exact mass386.354865 (neutral)
Calculate m/z:   
View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
FormulaC27H46OView other entries in RefMet with this formula
Molecular descriptors
Molfile34361 (Download molfile/View MW Metabolite Database details)
InChIInChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10
-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKeyHVYWMOMLDIMFJA-DPAQBDIFSA-NView other enantiomers/diastereomers of this metabolite in RefMet
SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O
Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super ClassSterol Lipids
Main ClassSterols
Sub ClassCholesterols
Distribution of Cholesterol in NMDR studies
SpeciesPlot Species distribution
Sample sourcePlot Sample source(tissue) distribution
PlatformPlatform (MS/NMR) used for detection
ChromatographyChromatography methods used for detection
StudiesNMDR Studies reporting Cholesterol
External Links
Pubchem CID5997
LIPID MAPSLMST01010001
ChEBI ID16113
KEGG IDC00187
HMDB IDHMDB0000067
MetaCyc IDCHOLESTEROL
EPA CompToxDTXCID60204224
Spectral data for Cholesterol standards
MassBank(EU)View MS spectra
Structural annotation level
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Cholesterol

Rxn IDKEGG ReactionEnzyme
R01451 Cholesterol + NAD+ <=> 7-Dehydrocholesterol + NADH + H+Cholesterol:NAD+ delta7-oxidoreductase
R01454 Cholesterol + Oxygen + 2 H+ + 2 Reduced adrenal ferredoxin <=> 20alpha-Hydroxycholesterol + H2O + 2 Oxidized adrenal ferredoxinCholesterol:oxygen oxidoreductase (side-chain-cleaving)
R01456 Cholesterol + NADP+ <=> 7-Dehydrocholesterol + NADPH + H+cholesterol:NADP+ delta7-oxidoreductase
R01457 Cholesterol + NADP+ <=> Desmosterol + H+ + NADPHcholesterol:NADP+ Delta24-oxidoreductase
R01461 Acyl-CoA + Cholesterol <=> CoA + Cholesterol esterAcyl-CoA:cholesterol O-acyltransferase
R01462 Cholesterol ester + H2O <=> Cholesterol + Fatty acidcholesterol ester acylhydrolase
R01463 Cholesterol + Oxygen + [Reduced NADPH---hemoprotein reductase] <=> 7alpha-Hydroxycholesterol + [Oxidized NADPH---hemoprotein reductase] + H2Ocholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)
R02723 Cholesterol + Oxygen + 2 Reduced adrenal ferredoxin + 2 H+ <=> 22(R)-Hydroxycholesterol + H2O + 2 Oxidized adrenal ferredoxinCholesterol + Oxygen + 2 Reduced adrenal ferredoxin + 2 H+ <=> 22(R)-Hydroxycholesterol + H2O + 2 Oxidized adrenal ferredoxin
R07207 Cholesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Cerebrosterol + [Oxidized NADPH---hemoprotein reductase] + H2Ocholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (24-hydroxylating)
R07218 Cholesterol + Reduced acceptor + Oxygen <=> 25-Hydroxycholesterol + Acceptor + H2Ocholesterol,hydrogen-donor:oxygen oxidoreductase (25-hydroxylating)
R08505 Cholesterol + Oxygen + 2 H+ + 2 Reduced adrenal ferredoxin <=> Cholest-5-ene-3beta,26-diol + H2O + 2 Oxidized adrenal ferredoxincholesterol 26-hydroxylase
R08941 Cholesterol + Sulfate <=> Cholesterol sulfate + H2OCholesterol-sulfate sulfohydrolase
R08977 Cholesterol + 3'-Phosphoadenylyl sulfate <=> Cholesterol sulfate + Adenosine 3',5'-bisphosphate3'-phosphoadenylyl-sulfate:cholesterol sulfotransferase

Table of KEGG human pathways containing Cholesterol

Pathway IDHuman Pathway# of reactions
hsa00100 Steroid biosynthesis 5
hsa00120 Primary bile acid biosynthesis 4
hsa00140 Steroid hormone biosynthesis 4
hsa01100 Metabolic pathways 2
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