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(24S) -24,25-Epoxycholesterol

CAT: 1596-AR-C02620-01Size: 10 UnitsDry Ice: NoHazardous: No
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CAT#:1596-AR-C02620-01Size:10 Units
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
77058-74-3
Synonyms
(3S,8S,9S,10R,13R,14S,17R) -17- ((R) -4- ((S) -3,3-dimethyloxiran-2-yl) butan-2-yl) -10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol; (24S) -24,25-Epoxycholesterol; (3S,8S,9S,10R,13R,14S,17R) -17- ((R) -4- ((S) -3,3-Dimethyloxiran-2-yl) butan-2-yl) -10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular Formula
C27H44O2
Molecular Weight
400.65
API Name
Cholesterol

Chemical Information

(24S,25)-Epoxycholesterol

24(S),25-epoxycholesterol is a 3beta-hydroxy-5-steroid that is desmosterol in which the double bond at position 24-25 has been oxidised to the corresponding epoxide (the 24S diastereoisomer). It is an oxysterol agonist of the liver X receptor. It has a role as a liver X receptor agonist. It is an epoxy steroid, a 3beta-hydroxy-Delta(5)-steroid and a cholestanoid. It is functionally related to a desmosterol.

CAS Number77058-74-3
PubChem CID3247059
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-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 FormulaC27H44O2
Molecular Weight400.6
XLogP6.6
Topological Polar Surface Area32.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Heavy Atom Count29
Formal Charge0
Complexity680
SMILES
C[C@H](CC[C@H]1C(O1)(C)C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C
InChI
InChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1
InChIKey
OSENKJZWYQXHBN-XVYZBDJZSA-N
Chemical Structure
2D Structure
2D structure of (24S,25)-Epoxycholesterol
CAS: 77058-74-3
CID: 3247059
Formula: C27H44O2
MW: 400.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight400.6
XLogP36.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count4
Exact Mass400.334130642
Monoisotopic Mass400.334130642
Topological Polar Surface Area32.8 Ų
Heavy Atom Count29
Formal Charge0
Complexity680
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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