2-amino-2-(hydroxymethyl)propane-1,3-diol; 4-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid

• ChemBase ID: 132973
• Molecular Formular: C35H61NO7
• Molecular Mass: 607.86134
• Monoisotopic Mass: 607.4448033
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC=C2[C@@]1(CC[C@@H](C2)OC(=O)CCC(=O)O)C)C.C(C(CO)(CO)N)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)OC(=O)CCC(=O)O)C)C.OCC(CO)(CO)N
• InChI: InChI=1S/C31H50O4.C4H11NO3/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;5-4(1-6,2-7)3-8/h9,20-21,23-27H,6-8,10-19H2,1-5H3,(H,32,33);6-8H,1-3,5H2/t21-,23+,24+,25-,26+,27+,30+,31-;/m1./s1
• InChIKey: SLDYONDUXRBLLR-XTCKSVDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-(hydroxymethyl)propane-1,3-diol; 4-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid
• IUPAC Traditional name: 4-{[(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl]oxy}-4-oxobutanoic acid; tris buffer
• Synonyms: 3β-Hydroxy-5-cholestene 3-hemisuccinate; CHEMS; CHS; Cholesteryl hemisuccinate tris salt; 胆固醇半琥珀酸酯; 胆甾醇琥珀酸酯; 胆固醇琥珀酸单酯 三羟甲基氨基甲烷盐

Database IDs

• CAS Number: 102601-49-0
• MDL Number: MFCD00058298
• PubChem SID: 162227250
• PubChem CID: 70121064

CALCULATED PROPERTIES

• Acid pKa: 4.0662127
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.9328523
• LogD (pH = 7.4): 4.2590075
• Log P: 7.378877
• Molar Refractivity: 140.6613 cm^3
• Polarizability: 55.942287 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3

DETAILS

Sigma Aldrich - C6013

Application
Cholesteryl hemisuccinate (CHEMS) is a membrane stabilizer for liposomes.1 CHEMS improves the stability of membrane protein synaptogyrin-1.2 It has been used as a component of a folate-modified self-microemulsifying drug delivery system.3 Detergent blends with n-dodecyl β-D-maltoside (DDM) and CHEMS has been used to solubilize erythrocyte ghosts4 and chemokine receptor CCR1.5