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22α-Hydroxy cholesterol

CAT: 0926-FH23942-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0926-FH23942-01Size:1 mg
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CAS Number
17954-98-2
Synonyms
(3β,22R) -Cholest-5-ene-3,22-diol; (20S,22R) -Cholest-5-ene-3b,22-diol; (22R) -22-Hydroxycholesterol
Smiles
C[C@@H] ([C@H]1CC[C@@H]2[C@@]1 (CC[C@H]3[C@H]2CC=C4[C@@]3 (CC[C@@H] (C4) O) C) C) [C@@H] (CCC (C) C) O
Molecular Formula
C27H46O2
Molecular Weight
402.65 g/mol
Controlled
Yes

Chemical Information

22R-Hydroxycholesterol

(22R)-22-hydroxycholesterol is an oxysterol that is the 22R-hydroxy derivative of cholesterol. It is a 3beta-hydroxy-Delta(5)-steroid, a 22-hydroxy steroid and an oxysterol. It is functionally related to a cholesterol.

CAS Number17954-98-2
PubChem CID167685
IUPAC Name(3S,8S,9S,10R,13S,14S,17R)-17-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC27H46O2
Molecular Weight402.7
XLogP7
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity624
SMILES
C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)[C@@H](CCC(C)C)O
InChI
InChI=1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25+,26-,27+/m0/s1
InChIKey
RZPAXNJLEKLXNO-GFKLAVDKSA-N
Chemical Structure
2D Structure
2D structure of 22R-Hydroxycholesterol
CAS: 17954-98-2
CID: 167685
Formula: C27H46O2
MW: 402.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.7
XLogP37
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass402.349780706
Monoisotopic Mass402.349780706
Topological Polar Surface Area40.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity624
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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