Coprostanol - Moligand™, ≥98% , CAS No.360-68-9

CAS: 360-68-9 Cat. No.: C274756 Molecular Weight: 388.67 EC Number: 206-638-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

UNII-PPT67I3S74 | 3b-Hydroxy-5b-cholestanol | Koprosterin; Stercorin;NSC 5060 | NSC5060 | NSC-5060 | AKOS037645036 | Q5168983 | 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester | 5beta-Cholestan-3beta-ol | Koprosterol | (3b,5b)-cholestan-3-ol

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Coprostanol (5β-Cholestan-3β-ol) is a fecal sterol formed by microbial reduction of cholesterol in the intestines of man and higher animals. Coprostanol can be used as an indicator sterol of fecal pollution. Coprostanol has been recognized as a good indicator of pollution of water resources by sewage discharges. Coprostanol can serve as a potential biological indicator for cerebral chondrodystrophy (CTX)；

Specifications

Synonyms

UNII-PPT67I3S74 | 3b-Hydroxy-5b-cholestanol | Koprosterin; Stercorin;NSC 5060 | NSC5060 | NSC-5060 | AKOS037645036 | Q5168983 | 3, 5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester | 5beta-Cholestan-3beta-ol | Koprosterol | (3b, 5b)-cholestan-3-ol

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Cholesterol derivative. Forms from bacterial biohydrogenation of cholesterol. Biomarker for vertebrate intestinal microbe populations in vivo.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
• IUPAC Name: (3S,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]phenanthren-3-ol
• InChIKey: QYIXCDOBOSTCEI-NWKZBHTNSA-N
• INCHI: 1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,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(CC[C@@H](C4)O)C)C
• Molecular Weight: 388.67
• Reaxy-Rn: 1914455
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1914455&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: Cholesterols and derivatives
• Alternative Parents: 3-beta-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol-skeleton - Cholesterol - 3-beta-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
• External Descriptors: Cholesterol and derivatives

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol
• Molecular Weight: 388.700 g/mol
• XLogP3: 9.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 388.371 Da
• Monoisotopic Mass: 388.371 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 540.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• 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