20α-Hydroxycholesterol
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20α-Hydroxycholesterol
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CAS No:
516-72-3
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Formula:
C27H46O2
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Chemical Name:
20α-Hydroxycholesterol
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Synonyms:
Cholest-5-ene-3,20-diol,(3β)-;Cholest-5-ene-3β,20-diol,(20S)-;(3β)-Cholest-5-ene-3,20-diol;20α-Hydroxycholesterol;(20S)-Hydroxycholesterol;(20S)-20-Hydroxycholesterol;Cholest-5-ene-3β,20α-diol;20S-Cholest-5-ene-3β,20-diol;17364-43-1
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CAS No:
Description
20(S)-hydroxyCholesterol (20α-Hydroxycholesterol) is an allosteric activator of the oncoprotein smoothened (Smo) that activates the hedgehog (Hh) signaling pathway with an EC50 of 3 μM in a gene transcription reporter assay using NIH3T3 cells[1][2].
20-hydroxycholesterol is an oxysterol that is cholesterol substituted by a hydroxy group at position 20. It has a role as a human metabolite and a mouse metabolite. It is a 20-hydroxy steroid, an oxysterol and a 3beta-hydroxy-Delta(5)-steroid.
20α-Hydroxycholesterol Use and Manufacturing
A metabolite of Cholesterol (C432501). Cholesterol oxidation product having
Lipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Computed Properties
Molecular Weight:402.7
XLogP3:6.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:402.349780706
Monoisotopic Mass:402.349780706
Topological Polar Surface Area:40.5
Heavy Atom Count:29
Complexity:638
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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