CHAPSO - UltraBio™, Ultra pure , CAS No.82473-24-3

CAS: 82473-24-3 Cat. No.: C434255 Molecular Weight: 630.88 Beilstein Registry Number: 5842642 EC Number: 617-338-5 PubChem CID: 122145

GRADE & PURITY UltraBio™, Ultra pure

Synonyms

3-((3-Cholamidopropyl)dimethylammonio)-2-hydroxy-1-propane sulfonate | SCHEMBL594591 | A864403 | DTXSID901002705 | 3-([3-Cholamidopropyl]dimethylammonio)-2-hydroxy-1-propanesulfonate | (2-hydroxy-3-sulfopropyl)-dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12

Storage

Room temperature

Overview

General Description

Chapso is a zwitterionic detergent derived from Chaps by the addition of a functional hydroxyl group. It is a nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group.

Application

Chapso has been used in a study to assess methods for high-throughput crystallization of membrane proteins. It has also been used in a study to investigate the effects of detergents on the structure of rhomboid proteases in a lipid environment. A nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group. Useful for the solubilization of integral membrane proteins.

Specifications

Synonyms

3-((3-Cholamidopropyl)dimethylammonio)-2-hydroxy-1-propane sulfonate | SCHEMBL594591 | A864403 | DTXSID901002705 | 3-([3-Cholamidopropyl]dimethylammonio)-2-hydroxy-1-propanesulfonate | (2-hydroxy-3-sulfopropyl)-dimethyl-[3-[[(4R)-4-[(3R, 5S, 7R, 8R, 9S, 10S, 12

Specifications & Purity

UltraBio™, Ultra pure

Storage

Room temperature

Grade

Ultra pure, UltraBio™

Names and Identifiers

• Canonical Smiles: CC(CCC(=O)NCCC[N+](C)(C)CC(CS(=O)(=O)[O-])O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
• IUPAC Name: 3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]-2-hydroxypropane-1-sulfonate
• InChIKey: GUQQBLRVXOUDTN-XOHPMCGNSA-N
• INCHI: 1S/C32H58N2O8S/c1-20(7-10-29(39)33-13-6-14-34(4,5)18-23(36)19-43(40,41)42)24-8-9-25-30-26(17-28(38)32(24,25)3)31(2)12-11-22(35)15-21(31)16-27(30)37/h20-28,30,35-38H,6-19H2,1-5H3,(H-,33,39,40,41,42)/t20-,21+,22-,23?,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
• Isomeric SMILES: C[C@H](CCC(=O)NCCC[N+](C)(C)CC(CS(=O)(=O)[O-])O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
• WGK Germany: 3
• PubChem CID: 122145
• Molecular Weight: 630.88
• Beilstein: 5842642

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Bile acids, alcohols and derivatives
        • Level5 Hydroxy bile acids, alcohols and derivatives
          • Level6 Trihydroxy bile acids, alcohols and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Bile acids, alcohols and derivatives
• Intermediate Tree Nodes: Hydroxy bile acids, alcohols and derivatives
• Direct Parent: Trihydroxy bile acids, alcohols and derivatives
• Alternative Parents: 7-hydroxysteroids 3-alpha-hydroxysteroids 12-hydroxysteroids N-acyl amines Tetraalkylammonium salts Sulfonyls Organosulfonic acids Alkanesulfonic acids Secondary carboxylic acid amides Secondary alcohols Cyclic alcohols and derivatives 1,2-aminoalcohols Polyols Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Trihydroxy bile acid, alcohol, or derivatives - 7-hydroxysteroid - 3-alpha-hydroxysteroid - Hydroxysteroid - 12-hydroxysteroid - 3-hydroxysteroid - Fatty acyl - N-acyl-amine - Fatty amide - Tetraalkylammonium salt - Alkanesulfonic acid - Sulfonyl - Organosulfonic acid - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Quaternary ammonium salt - Cyclic alcohol - Secondary carboxylic acid amide - Secondary alcohol - Carboxamide group - 1,2-aminoalcohol - Polyol - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Solubility: H2O: 0.1M, clear, colorless
• Melt Point(°C): 184-186°C
• Molecular Weight: 630.900 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 630.391 Da
• Monoisotopic Mass: 630.391 Da
• Topological Polar Surface Area: 176.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 1070.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1