Basic information
- CAS
4025-59-6- Standard SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@H]4O[C@]45C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C- InChIKey
PRYIJAGAEJZDBO-DTLXENBRSA-N- Molecular formula
- C27H46O2
- Average molar mass
- 402.7 g/mol
- Monoisotopic mass
- 402.34978071
Overview
Cholesterol beta-epoxide is 5,6beta-epoxy-5beta-cholestan-3beta-ol. It derives from a hydride of a 5beta-cholestane.
Names & identifiers
- Preferred name
- 5beta,6beta-Epoxycholesterol
- IUPAC
- (1S,2R,5S,7S,9R,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-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
4025-59-6Cholesterol beta-epoxide5beta,6beta-Epoxycholestan-3beta-olPFD65A4X36(3-beta,5-beta,6-beta)-5,6-Epoxycholestan-3-olCHEBI:28164DTXSID501314152Cholestan-3-ol, 5,6-epoxy-, (3beta,5beta,6beta)-NSC-1489405Beta,6Beta-EpoxycholesterolRefChem:913601DTXCID901743967
Show more names
β-EpoxycholesterolBETA-EPOXYCHOLESTEROLCholesteryl β-Epoxidecholesterolbeta-epoxide5-BETA-EPOXYCHOLESTEROL5β,6β-epoxy Cholestanolcholesterol-5B,6B-epoxideCHOLESTERYL -BETA-EPOXIDECholestan-5β,6β-epoxy-3β-ol
Cholesterol 5beta,6beta-epoxideCholesterol-5beta,6beta-epoxide5,6beta-epoxy-5beta-cholestan-3beta-ol5beta,6beta-epoxy-cholestanol5beta,6beta-epoxy-cholesterol(1S,2R,5S,7S,9R,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol(3S,4AS,5aR,6aS,6bS,9R,9aR,11aS,11bR)-9a,11b-dimethyl-9-((R)-6-methylheptan-2-yl)hexadecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-3-ol5beta,6beta-epoxy-cholestan-3beta-ol
Database identifiers
- CAS
4025-59-6- PubChem CID
- 108109
- DTXSID
DTXSID501314152- ChEMBL
CHEMBL497439- ChEBI
CHEBI:28164- UNII
- PFD65A4X36
- Nikkaji
- J362.555I
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
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
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.
Suppliers19 total
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
廊坊市泽康医药科技有限公司0316-2883536 19333636468 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
湖北扬信医药科技有限公司15374522761 · [email protected]
广州佳途科技股份有限公司020-81960175-877 18933936954 · [email protected]
河南阿尔法化工有限公司0371-55051623 18137891487 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
重庆博涛生物科技有限公司15223382610 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
广州优南科技有限公司020-82000279 18988941452 · [email protected]
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.
Related reactions
1 records
Compound notes
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