C6512
Cholesteryl hemisuccinate
Sinónimos:
3β-Hydroxy-5-cholestene 3-hemisuccinate, 5-Cholesten-3β-ol 3-hemisuccinate, Cholesteryl hydrogen succinate
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C31H50O4
Número CAS:
Peso molecular:
486.73
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
EC Number:
216-148-6
MDL number:
Servicio técnico
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liquid crystal
Quality Level
SMILES string
[H][C@@]([C@H](C)CCCC(C)C)([C@@]1(C)CC[C@@]23[H])CC[C@]1([C@](CC=C4C[C@H](CC[C@]34C)OC(CCC(O)=O)=O)2[H])[H]
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
General description
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.
Application
- Experimental determination and computational interpretation of biophysical properties of lipid bilayers enriched by Cholesteryl Hemisuccinate: Provides insights into the effects of Cholesteryl Hemisuccinate on phospholipid bilayers, contributing to a deeper understanding of its biophysical properties (W Kulig et al., 2015).
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Denitsa Momekova et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 32(4-5), 308-317 (2007-10-12)
A major hurdle towards in vivo utilization of pH-sensitive liposomes is their prompt sequestration by reticuloendothelial system and hence short circulation time. Prolonged circulation of liposomes is usually achieved by incorporation of pegylated lipids, which have been frequently reported to
Cholesteryl hemisuccinate exhibits pH sensitive polymorphic phase behavior.
Hafez IM and Cullis PR
Biochim. Biophys. Acta Gen. Subj., 1463(1), 107-114 (2000)
Zhe Zhang et al.
eLife, 7 (2018-05-11)
Transient receptor potential melastatin 2 (TRPM2) is a Ca2+-permeable cation channel required for immune cell activation, insulin secretion, and body heat control. TRPM2 is activated by cytosolic Ca2+, phosphatidyl-inositol-4,5-bisphosphate and ADP ribose. Here, we present the ~3 Å resolution electron