ChemicalBook >> CAS DataBase List >>Cholesteryl hemisuccinate

Cholesteryl hemisuccinate

CAS No.
1510-21-0
Chemical Name:
Cholesteryl hemisuccinate
Synonyms
CHOLESTERYL HYDROGEN SUCCINATE;cholesterylsuccinate;Cholesterol Succinate;Cholesteryl hemisuccite;CHOLESTERYL HEMISUCCINATE;MONO-CHOLESTERYL-SUCCINATE;CHOLESTEROL HYDROGEN SUCCINATE;5-CHOLESTEN-3β-OL HEMISUCCINATE;Cholesterol Hydrogen Succinate >5-CHOLESTEN-3-BETA-OL HEMISUCCINATE
CBNumber:
CB0336321
Molecular Formula:
C31H50O4
Molecular Weight:
486.73
MDL Number:
MFCD00037705
MOL File:
1510-21-0.mol
Last updated:2025-08-22 22:33:46
Product description Number Pack Size Price
Cholesteryl hemisuccinate C6512 5g $280
Cholesteryl hemisuccinate C6512 25g $927
Cholesteryl Hemisuccinate ≥95% 25698 1g $44
Cholesteryl Hemisuccinate ≥95% 25698 5g $183
Cholesteryl Hemisuccinate ≥95% 25698 10g $341
More product size

Cholesteryl hemisuccinate Properties

Melting point 178 °C
Boiling point 586.0±43.0 °C(Predicted)
Density 1.06±0.1 g/cm3(Predicted)
refractive index -34 ° (C=2, CHCl3)
storage temp. -20°C
solubility Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
form Solid
pka 4.40±0.17(Predicted)
color White to Off-White
InChIKey WLNARFZDISHUGS-BLYFUZNHSA-N
SMILES [C@@]12([H])CC=C3C[C@@H](OC(=O)CCC(=O)O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])[C@H](C)CCCC(C)C |&1:0,6,17,19,23,25,28,30,r|
LogP 10.708 (est)
CAS DataBase Reference 1510-21-0(CAS DataBase Reference)
FDA UNII T3J4KS4201
UNSPSC Code 12352103
NACRES NA.25

SAFETY

Risk and Safety Statements

WGK Germany  3
HS Code  29171900

Cholesteryl hemisuccinate price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C6512 Cholesteryl hemisuccinate 1510-21-0 5g $280 2025-07-31 Buy
Sigma-Aldrich C6512 Cholesteryl hemisuccinate 1510-21-0 25g $927 2025-07-31 Buy
Cayman Chemical 25698 Cholesteryl Hemisuccinate ≥95% 1510-21-0 1g $44 2024-03-01 Buy
Cayman Chemical 25698 Cholesteryl Hemisuccinate ≥95% 1510-21-0 5g $183 2024-03-01 Buy
Cayman Chemical 25698 Cholesteryl Hemisuccinate ≥95% 1510-21-0 10g $341 2024-03-01 Buy
Product number Packaging Price Buy
C6512 5g $280 Buy
C6512 25g $927 Buy
25698 1g $44 Buy
25698 5g $183 Buy
25698 10g $341 Buy

Cholesteryl hemisuccinate Chemical Properties,Uses,Production

Description

Cholesteryl hemisuccinate is a cholesterol ester with anticancer activity. It inhibits the growth of murine C1498 myeloid and L1210 lymphocytic leukemia cells when used at concentrations of 50 and 150 μM, respectively. Cholesteryl hemisuccinate acts as an ionizable anionic detergent and is commonly used to stabilize unilamellar vesicles and liposomes. It has also been used as an emulsifying agent in various vesicular drug delivery systems for anticancer drugs, antibiotics, and oligonucleotides and to solubilize various proteins including chemokine receptor 1 as well as erythrocyte ghosts.

Uses

Cholesteryl Hemisuccinate is an oxidation product of polyunsaturated fatty acid of cholesterol that alters lysosome structure and functions and induces proinflammatory cytokine production in macrophages.

Definition

ChEBI: Cholesteryl hemisuccinate is a dicarboxylic acid monoester resulting from the formal condensation of the hydroxy group of cholesterol with one of the carboxy groups of succinic acid. A detergent that is often used to replace cholesterol in protein crystallography, biochemical studies of proteins, and pharmacology. It has a role as a detergent. It is a cholestane ester, a dicarboxylic acid monoester and a hemisuccinate. It is functionally related to a cholesterol.

General Description

Cholesteryl hemisuccinate (CHEMS) is an acidic cholesterol ester.

Biochem/physiol Actions

CHEMS can help to maintain the stability of dioleoylphosphatidylethanolamine (DOPE). This amphipathic lipid is used in mixtures with dioleoylphosphatidylethanolamine (DOPE) to form ′pH sensitive′ fusogenic vesicles. It can control cell growth.

Synthesis

Succinic anhydride

108-30-5

Cholesterol

57-88-5

Cholesteryl hemisuccinate

1510-21-0

GENERAL METHOD: Succinic anhydride (14.7 mmol, 1.57 eq.) and 4-dimethylaminopyridine (DMAP, 1.584 mmol, 0.17 eq.) were sequentially added to a solution of (3β)-cholest-5-en-3-ol (9.37 mmol) in pyridine (28 mL). The reaction mixture was stirred at room temperature for 7 days. Upon completion of the reaction, the mixture was poured into ice water and the pH was adjusted to 7 with dilute hydrochloric acid and subsequently extracted with chloroform. The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography to afford the target compounds in 79% or 96% yield and >99.9% analytical purity (see Scheme 1-2). Analytical data for compounds 2 and 12 are detailed in the Supplementary Material.

References

[1] Russian Journal of Organic Chemistry, 2002, vol. 38, # 8, p. 1189 - 1191
[2] Steroids, 2013, vol. 78, # 14, p. 1347 - 1352
[3] Patent: US2005/201972, 2005, A1. Location in patent: Page/Page column 15
[4] Polymer, 2016, vol. 86, p. 98 - 104
[5] Arzneimittel-Forschung/Drug Research, 1994, vol. 44, # 11, p. 1259 - 1264

108-30-5
57-88-5
1510-21-0
Synthesis of Cholesteryl hemisuccinate from Succinic anhydride and Cholesterol

Cholesteryl hemisuccinate Preparation Products And Raw materials

Global( 172)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 niki@zlchemi.com China 7245 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-2158073036 info@dakenam.com China 13470 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Accela ChemBio Inc.
+1-858-6993322 info@accelachem.com United States 21193 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 1287 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19552 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29799 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739 info@dycnchem.com China 52846 58

View Lastest Price from Cholesteryl hemisuccinate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cholesteryl hemisuccinate pictures 2025-09-23 Cholesteryl hemisuccinate
1510-21-0
US $0.00-0.00 / KG 1KG 97% 2000 Shenzhen Nexcon Pharmatechs Ltd.
CHEMS pictures 2025-06-07 CHEMS
1510-21-0
US $0.00 / g 100g >95.00% 100g Xian confluore Biological Technology Co., Ltd.
Cholesteryl hemisuccinate pictures 2025-05-23 Cholesteryl hemisuccinate
1510-21-0
US $45.00 / kg 1kg 99% 20 tons Hebei Zhuanglai Chemical Trading Co Ltd
  • CHEMS pictures
  • CHEMS
    1510-21-0
  • US $0.00 / g
  • >95.00%
  • Xian confluore Biological Technology Co., Ltd.
3β-(1,4-Dioxo-4-hydroxybutoxy)cholesta-5-ene Butanedioic acid hydrogen 1-(cholest-5-en-3β-yl) ester Succinic acid 1-(3β-cholesteryl) ester Succinic acid hydrogen 3β-cholesteryl ester Succinic acid hydrogen cholest-5-en-3β-yl ester Cholest-5-en-3-ol (3b)-, 3-(hydrogen butanedioate) CHOLESTEROL HYDROGEN SUCCINATE CHOLESTERYL HYDROGEN SUCCINATE CHOLESTERYL HEMISUCCINATE 3BETA-HYDROXY-5-CHOLESTENE 3-HEMISUCCINATE 5-CHOLESTER-3BETA-YL HYDROGEN SUCCINATE 5-CHOLESTEN-3-BETA-OL HEMISUCCINATE 5-CHOLESTEN-3BETA-OL 3-HEMISUCCINATE SUCCINIC ACID MONOCHOLESTEROL ESTER MONO-CHOLESTERYL-SUCCINATE cholesterylsuccinate cholesteryl hemisuccinate free acid Cholesteryl hydrogen succinate Cholesteryl hemisuccinate cholest-5-en-3beta-yl hydrogen succinate Cholesterol Hydrogen Succinate > Cholest-5-en-3-ol (3β)-, 3-(hydrogen butanedioate) Cholesterol Succinate 6-Amino-2,4-dichloro-26-methylphenol&hydrochloride 5-CHOLESTEN-3β-OL HEMISUCCINATE 3β-Hydroxy-5-Cholestene 3-Hemisuccinate Cholesteryl hemisuccite 1510-21-0 C31H50O4 Cholesteryl Compounds (Liquid Crystals) Functional Materials Liquid Crystals & Related Compounds