Epoxycholesterol
Basic information
- CAS
4025-59-6- Standard SMILES
CC(C)CCCC(C)C1CCC2C3CC4OC45CC(O)CCC5(C)C3CCC12C- InChIKey
PRYIJAGAEJZDBO-UHFFFAOYSA-N- Molecular formula
- C27H46O2
- Average molar mass
- 402.7 g/mol
- Monoisotopic mass
- 402.34978071
Overview
See also: 5alpha,6alpha-Epoxycholesterol (annotation moved to).
Names & identifiers
- Preferred name
- Epoxycholesterol
- IUPAC
- 2,16-dimethyl-15-(6-methylheptan-2-yl)-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol
- English name
- 5BETA,6BETA-EPOXYCHOLESTAN-3BETA-OL
- Molecular formula
- C27H46O2
- Molecular weight
- 402.65
Names & synonyms
EpoxycholesterolCholesterol oxide5.alpha.,6.alpha.-EpoxycholestanolMFCD00201258NSC 18176Cholesterol 5.alpha.,6.alpha.-epoxideCholestan-5.alpha.,6.alpha.-epoxy-3.beta.-ol.alpha.-Epoxycholesterol5.alpha.-Epoxycholesterol5.alpha.-Cholestan-3.beta.-ol, 5,6.alpha.-epoxy-Cholestan-3-ol, 5,6-epoxy-, (3.beta.,5.alpha.,6.alpha.)-SCHEMBL31074341
Show more names
β-EpoxycholesterolBETA-EPOXYCHOLESTEROLCholesteryl β-Epoxidecholesterolbeta-epoxide5-BETA-EPOXYCHOLESTEROL5β,6β-epoxy Cholestanolcholesterol-5B,6B-epoxideCHOLESTERYL -BETA-EPOXIDECholestan-5β,6β-epoxy-3β-olCHOLESTEROL-5BETA,6BETA-EPOXIDE
PRYIJAGAEJZDBO-UHFFFAOYSA-N5.alpha.,6.alpha.-EpoxycholesterolNSC148940Cholesterol 5beta,6beta-epoxide, >=98%NS00045426Cholesterol, 5,6-epoxy-, (5.alpha.6.alpha.-Cholestan-3.beta.-ol, 5.alpha.,6.alpha.-epoxy-5,6-.alpha.-Epoxy-5-.alpha.-cholestan-3-.beta.-ol
Database identifiers
- CAS
4025-59-6- PubChem CID
- 288202
Properties
Computed structural properties
- XLogP
- 8
- Topological polar surface area
- 32.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 5
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 630
Physicochemical properties
- storage temp.
- room temp
- solubility
- 2 mg/ml; · DMF: 2 mg/ml; DMSO: 0.1 mg/ml; Ethanol: 20 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
- form
- A crystalline solid
- color
- White to off-white
- InChI
- 1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3
- InChIKey
- PRYIJAGAEJZDBO-UHFFFAOYSA-N
- SMILES
- [H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)[C@]3(O4)[C@H]4C2)([H])CC[C@@]5(C)[C@@]1([H])CC[C@]5([H])[C@]([H])(C)CCCC(C)C
- FDA UNII
- 65 A4X36 · PFD65A4X36
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 28 · NA.28
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 20 · 20/21/22-48/20/21/22-68/20/21/22
- Safety Statements
- 7 · 7-36/37
- WGK Germany
- 1 · 1
- RTECS
- 6380000 · FZ6380000
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 1
- rtecs
- FZ6380000
- risk_code
- 20/21/22-48/20/21/22-68/20/21/22
- hazard_code
- Xn
- safety_code
- 7-36/37
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesCholesterol 5beta,6beta-epoxide is an oxysterol produced as an oxidation product of cholesterol.
Additional notes
DefinitionChEBI: Cholesterol beta-epoxide is 5,6beta-epoxy-5beta-cholestan-3beta-ol It is a 3beta-hydroxy steroid, an oxysterol and an epoxy steroid. It derives from a hydride of a 5beta-cholestane.
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Compound notes
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