RefMet Compound Details

MW structure34361 (View MW Metabolite Database details)
RefMet nameCholesterol
Systematic namecholest-5-en-3beta-ol
SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
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
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
Super ClassSterol Lipids
Main ClassSterols
Sub ClassCholesterols
Pubchem CID5997
Annotation level1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)
Human quantitationView measurements in targeted assays on human samples

Table of KEGG reactions in human pathways involving Cholesterol

Rxn IDKEGG ReactionEnzyme
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
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
R01463 Cholesterol + Oxygen + [Reduced NADPH---hemoprotein reductase] <=> 7alpha-Hydroxycholesterol + [Oxidized NADPH---hemoprotein reductase] + H2Ocholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (7alpha-hydroxylating)
R01451 Cholesterol + NAD+ <=> 7-Dehydrocholesterol + NADH + H+Cholesterol:NAD+ delta7-oxidoreductase
R01457 Cholesterol + NADP+ <=> Desmosterol + H+ + NADPHcholesterol:NADP+ Delta24-oxidoreductase

Table of KEGG human pathways containing Cholesterol

Pathway IDHuman Pathway# of reactions
hsa00140 Steroid hormone biosynthesis 2
hsa00100 Steroid biosynthesis 1
hsa00120 Primary bile acid biosynthesis 1
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