α-Cholestane - ≥97%(GC) , CAS No.481-21-0

CAS: 481-21-0 Cat. No.: C133856 Formula: C₂₇H₄₈ Molecular Weight: 372.67 Beilstein Registry Number: 2051806 EC Number: 207-562-8

GRADE & PURITY ≥97%(GC)

Synonyms

Cholestane | 5.alpha.-Cholestane | 5-alpha-Cholestane | 5alpha-Cholestane | 28,29,30-Trinorlanostane | .alpha.-Cholestane | alpha-Cholestane | U260HWN305 | Cholestane, (5.alpha.)- | (5alpha)-Cholestane | CHEBI:35515 | Cholestane (VAN) | 5a-CHOLESTANE

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

5α-Cholestane is a biochemical reagent that can be used as a biological material or organic compound for life science related research. 

Purpose

5-α-Cholestane has been used:
as an internal standard in gas phase chromatography (GC) and high-performance liquid chromatography (HPLC) to quantify cholesterol in meat products for a comparison study
to quantify the active compounds in the oils using a gas chromatograph coupled to a mass spectrometer
as a reference standard in GC analyses to quantify sterol content in the unsaponifiables obtained from oat lipids and different sterol standards like fucosterol, sitosterol, campesterol, and stigmasterol

Specifications

Synonyms

Cholestane | 5.alpha.-Cholestane | 5-alpha-Cholestane | 5alpha-Cholestane | 28,29,30-Trinorlanostane | .alpha.-Cholestane | alpha-Cholestane | U260HWN305 | Cholestane, (5.alpha.)- | (5alpha)-Cholestane | CHEBI:35515 | Cholestane (VAN) | 5a-CHOLESTANE

Specifications & Purity

≥97%(GC)

Biochemical and Physiological Mechanisms

5α-Cholestane is a sterol produced endogenously from cholesterol and has been isolated from human feces. It is derived from cholesterol by the action of intestinal microorganisms.Derivatives of 5α-cholestane in plants are called Brassinosteroids that sele

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%(GC)

Names and Identifiers

Pubchem Sid

488192214

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488192214

Canonical Smiles

CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCCC4)C)C

IUPAC Name

(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene

InChIKey

XIIAYQZJNBULGD-XWLABEFZSA-N

INCHI

1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25+,26+,27-/m1/s1

Isomeric SMILES

C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCCC4)C)C

WGK Germany

3

Molecular Weight

372.67

Beilstein

2051806

Reaxy-Rn

1912740

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1912740&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Cholestane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Cholestane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholestane steroids
• Alternative Parents: Polycyclic hydrocarbons Saturated hydrocarbons
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholestane-skeleton - Polycyclic hydrocarbon - Saturated hydrocarbon - Hydrocarbon - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cholestane steroids. These are steroids with a structure containing the 27-carbon cholestane skeleton.
• External Descriptors: cholestane

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• x_melt_point_char: 80-82°C
• Molecular Weight: 372.700 g/mol
• XLogP3: 11.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 372.376 Da
• Monoisotopic Mass: 372.376 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 506.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product, and how is it determined?

This product is supplied at ≥97% purity, determined by gas chromatography (GC). Lot-specific values are stated on the Certificate of Analysis.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 481-21-0, the molecular formula is C27H48, and the molecular weight is 372.67 g/mol. InChIKey XIIAYQZJNBULGD-XWLABEFZSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.