(2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7S,10R,11R,14S,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-N-(3-{[(2R,3S,4R,5R)-1,2,3,4,5,6-hexahydroxyhexylidene]amino}propyl)pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanimidic acid

• ChemBase ID: 103586
• Molecular Formular: C42H75N3O15
• Molecular Mass: 862.056
• Monoisotopic Mass: 861.51981872
• SMILES: C[C@H](CCC(=O)N(CCC/N=C(/[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)\O)CCC/N=C(/[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)\O)[C@@H]1CC[C@@H]2[C@@H]3CC[C@H]4C[C@@H](CC[C@]4(C)[C@H]3C[C@@H]([C@]12C)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](/C(=N/CCCN(C(=O)CC[C@H]([C@@H]1CC[C@H]2[C@]1(C)[C@@H](O)C[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@H](C2)O)C)CCC/N=C(/[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)\O)/O)O)O)O)O
• InChI: InChI=1S/C42H75N3O15/c1-22(26-9-10-27-25-8-7-23-18-24(48)12-13-41(23,2)28(25)19-31(51)42(26,27)3)6-11-32(52)45(16-4-14-43-39(59)37(57)35(55)33(53)29(49)20-46)17-5-15-44-40(60)38(58)36(56)34(54)30(50)21-47/h22-31,33-38,46-51,53-58H,4-21H2,1-3H3,(H,43,59)(H,44,60)/t22-,23+,24-,25+,26+,27-,28+,29-,30-,31+,33-,34-,35+,36+,37-,38-,41+,42-/m1/s1
• InChIKey: OJSUWTDDXLCUFR-QYHUHKQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7S,10R,11R,14S,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-N-(3-{[(2R,3S,4R,5R)-1,2,3,4,5,6-hexahydroxyhexylidene]amino}propyl)pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanimidic acid
• IUPAC Traditional name: (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7S,10R,11R,14S,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]-N-(3-{[(2R,3S,4R,5R)-1,2,3,4,5,6-hexahydroxyhexylidene]amino}propyl)pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanimidic acid
• Synonyms: N,N'-Bis(3-D-gluconamidopropyl)-deoxy-cholamide; DEOXY-BIGCHAP

Database IDs

• CAS Number: 86303-23-3
• PubChem SID: 162103266
• PubChem CID: 71299811

CALCULATED PROPERTIES

• Acid pKa: 5.1332192
• H Acceptors: 17
• H Donor: 14
• LogD (pH = 5.5): -4.617061
• LogD (pH = 7.4): -7.8559327
• Log P: -4.134088
• Molar Refractivity: 217.6284 cm^3
• Polarizability: 86.43003 Å^3
• Polar Surface Area: 328.25 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C)

DETAILS

MP Biomedicals - 02152291

New analog of CHAPS and CHAPSO with less electrostatic interactions, making it excellent for use in anion exchange chromatography.