N-[3-({4-[(5R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2-oxopentyl}amino)propyl]-2,3,4,5,5-pentahydroxypentanamide

• ChemBase ID: 165869
• Molecular Formular: C32H56N2O9
• Molecular Mass: 612.79504
• Monoisotopic Mass: 612.39858138
• SMILES: C1[C@H](CC2C(C1)(C1C(CC2)C2C([C@H](C1)O)(C(CC2)C(CC(=O)CNCCCNC(=O)C(O)C(O)C(O)C(O)O)C)C)C)O
• Canonical SMILES: O[C@@H]1CCC2(C(C1)CCC1C2C[C@H](O)C2(C1CCC2C(CC(=O)CNCCCNC(=O)C(C(C(C(O)O)O)O)O)C)C)C
• InChI: InChI=1S/C32H56N2O9/c1-17(13-20(36)16-33-11-4-12-34-29(41)27(39)26(38)28(40)30(42)43)22-7-8-23-21-6-5-18-14-19(35)9-10-31(18,2)24(21)15-25(37)32(22,23)3/h17-19,21-28,30,33,35,37-40,42-43H,4-16H2,1-3H3,(H,34,41)/t17?,18?,19-,21?,22?,23?,24?,25+,26?,27?,28?,31?,32?/m1/s1
• InChIKey: CYJNXHXLEQTJRI-RQLRAEFFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-({4-[(5R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxopentyl}amino)propyl]-2,3,4,5,5-pentahydroxypentanamide
• IUPAC Traditional name: N-[3-({4-[(5R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxopentyl}amino)propyl]-2,3,4,5,5-pentahydroxypentanamide
• Synonyms: N,N-Bis[3-D-gluconamidopropyl]-deoxycholamide; Deoxy-Bigchap

Database IDs

• CAS Number: 86303-23-3
• PubChem SID: 162260002
• PubChem CID: 45038804

CALCULATED PROPERTIES

• Rotatable Bonds: 13
• Lipinski's Rule of Five: false
• Acid pKa: 11.238202
• H Acceptors: 10
• H Donor: 9
• LogD (pH = 5.5): -3.4871867
• LogD (pH = 7.4): -1.8279095
• Log P: -0.6536984
• Molar Refractivity: 159.2349 cm^3
• Polarizability: 63.990078 Å^3
• Polar Surface Area: 199.81 Å^2

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 89-91°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D232500

A nonionic detergent with properties comparable to CHAPS and CHAPSO but with reduced electrostatic interactions. Suited for ion exchange chromatography.

REFERENCES

• Hjelmeland, L.M., et al.: Anal. Biochem., 130, 485 (1983)
• Buhler, H., et al.: Biochim. et Biophys. Acta., 1075, 206 (1991)