Cholesteryl hemisuccinate(CHEMS) - Moligand™, ≥97% , CAS No.1510-21-0

CAS: 1510-21-0 Cat. No.: C132483 Formula: C₃₁H₅₀O₄ Molecular Weight: 486.74 EC Number: 216-148-6

GRADE & PURITY Moligand™, ≥97%

Synonyms

DTXSID10934145 | T3J4KS4201 | Cholesteryl hydrogen succinate | Cholesterol Hydrogen Succinate | E10155 | 3-(3-CHOLESTERYLOXYCARBONYL)PROPIONIC ACID | Succinic Acid Monocholesterol Ester | BP-29634 | Cholesterol hemisuccinate | 3beta-Hydroxy-5-cholestene 3

Storage

Room temperature,Desiccated

Shipped In

Normal

Overview

Cholesteryl hemisuccinate (CHEMS) is an acidic cholesterol ester. It self assembles into bilayers in alkaline and neutral aqueous media. CHEMS exhibits pH sensitive polymorphism. It consists of succinic acid esterified to the beta-hydroxyl group of cholesterol. This chemical modification results in the ability of CHEMS to adopt a lamellar assembly in suitable aqueous media, whereas cholesterol forms monohydrate crystals in an aqueous environment.

Specifications

Synonyms

DTXSID10934145 | T3J4KS4201 | Cholesteryl hydrogen succinate | Cholesterol Hydrogen Succinate | E10155 | 3-(3-CHOLESTERYLOXYCARBONYL)PROPIONIC ACID | Succinic Acid Monocholesterol Ester | BP-29634 | Cholesterol hemisuccinate | 3beta-Hydroxy-5-cholestene 3

Specifications & Purity

Moligand™, ≥97%

Storage

Room temperature,Desiccated

Shipped In

Normal

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥97%

Names and Identifiers

Pubchem Sid

488183659

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488183659

Canonical Smiles

CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCC(=O)O)C)C

IUPAC Name

4-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-oxobutanoic acid

InChIKey

WLNARFZDISHUGS-MIXBDBMTSA-N

INCHI

1S/C31H50O4/c1-20(2)7-6-8-21(3)25-11-12-26-24-10-9-22-19-23(35-29(34)14-13-28(32)33)15-17-30(22,4)27(24)16-18-31(25,26)5/h9,20-21,23-27H,6-8,10-19H2,1-5H3,(H,32,33)/t21-,23+,24+,25-,26+,27+,30+,31-/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=C4[C@@]3(CC[C@@H](C4)OC(=O)CCC(=O)O)C)C

Molecular Weight

486.74

Reaxy-Rn

3502962

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3502962&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Steroid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholesteryl esters
• Alternative Parents: Cholesterols and derivatives Delta-5-steroids Dicarboxylic acids and derivatives Carboxylic acid esters Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesteryl ester - Cholesterol - Cholestane-skeleton - Delta-5-steroid - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cholesteryl esters. These are compounds containing an esterified cholestane moiety.
• 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

• Specific Rotation[α]: -34° (C=2,CHCl3)
• Melt Point(°C): 178℃
• Molecular Weight: 486.700 g/mol
• XLogP3: 8.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 486.371 Da
• Monoisotopic Mass: 486.371 Da
• Topological Polar Surface Area: 63.600 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 815.000
• 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