Cholesteryl hemisuccinate

• CAS: 1510-21-0
• Catalog Number: ACM1510210
• Category: Inhibitors
• Molecular Weight: 486.7
• Molecular Formula: C31H50O4
• Description: Cholesteryl hemisuccinate is a with hepatoprotective an anticancer activity. Cholesteryl hemisuccinate inhibits Acetaminophen (AAP, HY-66005) hepatotoxicity, and prevents AAP-induced hepatic apoptosis and necrosis. Cholesteryl hemisuccinate inhibits DNA polymerase and DNA topoisomerase to inhibit DNA replication and repair and cell division. Thus, Cholesteryl hemisuccinate inhibits tumor growth.
• Synonyms: Cholesteryl hydrogen succinate
• 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
• Canonical SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCC(=O)O)C)C
• InChI: 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
• InChI Key: WLNARFZDISHUGS-MIXBDBMTSA-N
• Boiling Point: 586.0±43.0 °C (Predicted)
• Melting Point: 178 °C
• Flash Point: 179.6°C
• Density: 1.06±0.1 g/cm³ (Predicted)
• Solubility: Chloroform: 10 mg/mL
• Appearance: A crystalline solid
• Application: Cholesteryl hemisuccinate serves as a versatile compound with diverse applications in biochemical and pharmacological studies. It is primarily used as a detergent to replace cholesterol in protein crystallography, which aids in the structural analysis of proteins. Its function extends to stabilizing unilamellar vesicles and liposomes, essential for various drug delivery systems involving anticancer drugs, antibiotics, and oligonucleotides. Additionally, cholesteryl hemisuccinate exhibits anticancer properties by inhibiting the growth of certain leukemia cells. It also acts as an emulsifying agent, facilitating the solubilization of proteins, such as chemokine receptor 1 and erythrocyte ghosts, enhancing their study and application in research and therapeutic contexts.
• Storage: Powder-20°C, 3 years; 4°C, 2 years; In solvent-80°C, 6 months; -20°C, 1 month.
• Assay: 0.99
• Complexity: 815
• EC Number: 216-148-6
• Exact Mass: 486.37091007
• Formal Charge: 0
• Heavy Atom Count: 35
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• 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
• Monoisotopic Mass: 486.37091007
• Packaging: 10 g
• pKa: 4.40±0.17 (Predicted)
• Rotatable Bond Count: 10
• Shipping: Room temperature
• Stability: ≥2 years
• Storage Conditions: -20 °C
• Topological Polar Surface Area: 63.6 Ų
• WGK Germany: 3
• XLogP3-AA: 8.5

Custom Q&A

What is the PubChem CID for cholesteryl hemisuccinate?

PubChem CID: 65082

What is the molecular formula of cholesteryl hemisuccinate?

Molecular Formula: C31H50O4

What is the molecular weight of cholesteryl hemisuccinate?

Molecular Weight: 486.7 g/mol

When was cholesteryl hemisuccinate created in PubChem?

Created: 2005-08-08

When was cholesteryl hemisuccinate last modified in PubChem?

Modified: 2023-12-02

What is the IUPAC Name of cholesteryl hemisuccinate?

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

What is the InChI of cholesteryl hemisuccinate?

InChI: 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

What is the InChIKey of cholesteryl hemisuccinate?

InChIKey: WLNARFZDISHUGS-MIXBDBMTSA-N

What is the canonical SMILES of cholesteryl hemisuccinate?

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

What is the CAS number of cholesteryl hemisuccinate?

CAS Number: 1510-21-0