Basic information
- CAS
566-97-2- Standard SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@@H]1CC3- InChIKey
QETLKNDKQOXZRP-XTGBIJOFSA-N- Molecular formula
- C27H46O
- Average molar mass
- 386.7 g/mol
- Monoisotopic mass
- 386.35486609
Overview
5alpha-cholest-8-en-3beta-ol is a cholestanoid that is 5alpha-cholestane substituted by a beta-hydroxy group at position 3. It has a role as a mouse metabolite and a human metabolite. It is a 3beta-sterol and a cholestanoid. It derives from a hydride of a 5alpha-cholestane.
Names & identifiers
- Preferred name
- delta8-Cholestenol
- IUPAC
- (3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- English name
- (3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- Molecular formula
- C27H46O
- Molecular weight
- 386.65
Names & synonyms
Zymostenol566-97-25alpha-Cholest-8-en-3beta-oldelta(8)-Cholestenol5alpha-Cholest-8(9)-en-3beta-olCholestenol(3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-olL3GY707BLCDTXSID30205162CHEBI:16608Cholest-8-en-3-ol, (3beta,5alpha)-delta8-Cholestenol
Show more names
Δ8-CholesterolCholesterol Impurity 86Cholest-8-en-3-ol, (3β,5α)-
8(9)-cholestenol(3S,5S,10S,13R,14R,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,5,6,7,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-olzymostenol, (3beta)-RefChem:196295DTXCID30127653Cholest-8-en-3-olUNII-L3GY707BLCCholest-8-en-3-ol, (3b,5a)-
Database identifiers
- CAS
566-97-2
Properties
Computed structural properties
- XLogP
- 8
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 603
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Physical DescriptionSolid
Physicochemical properties
- storage temp.
- -20 °C · -20°C
- solubility
- 3 mg/ml; · DMF: 3 mg/ml; Ethanol: 2 mg/ml
- form
- A crystalline solid
- color
- White to off-white
- InChIKey
- QETLKNDKQOXZRP-XTGBIJOFSA-N
- SMILES
- O[C@@H]1C[C@H]2[C@](CC1)(C3=C([C@H]4[C@@]([C@H](CC4)[C@@H](CCCC(C)C)C)(CC3)C)CC2)C
- FDA UNII
- 3 GY707BLC · L3GY707BLC
- UNSPSC Code
- 12352211 · 12352211
- NACRES
- 25 · NA.25
- 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
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsEndoplasmic reticulum
Metabolite PathwaysAlendronate Action Pathway
Applications
UsesZymostenol, is the derivative of Zymosterol (Z701520), which is an sterol intermediate in the biosynthesis of cholesterol (C432501).
UsesZymostenol has been used to study its accumulation and its inhibitory actions on Δ8,7-sterol isomerase (EBP).
General DescriptionZymostenol acts as a substrate for Δ8,7-sterol isomerase (EBP). It is a demethylation product of 24,25-dihydrolanosterol (24,25-DHL).
Upstream & downstream products
Upstream raw materials
Suppliers18 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…