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

• ChemBase ID: 80660
• Molecular Formular: C42H75N3O15
• Molecular Mass: 862.056
• Monoisotopic Mass: 861.51981872
• SMILES: O=C(NCCCN(C(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@@H]([C@@]4([C@H](CC3)C[C@H](O)CC4)C)C[C@H](O)[C@]12C)CCCNC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@H](C(=O)NCCCN(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)CCCNC(=O)[C@@H]([C@H]([C@@H]([C@@H](CO)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-HGZMBBKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-N-{3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide; (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-{3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide
• IUPAC Traditional name: (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-N-{3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide; (2R,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-{3-[(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide
• Synonyms: N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide; Deoxy-bigchap; Deoxy-BigCHAP; N,N-Bis[3-(D-gluconamido)propyl]deoxycholamide

Database IDs

• CAS Number: 86303-23-3
• MDL Number: MFCD00161482
• PubChem SID: 24848902; 162067780
• PubChem CID: 446320

CALCULATED PROPERTIES

• Acid pKa: 11.701898
• H Acceptors: 15
• H Donor: 14
• LogD (pH = 5.5): -4.7774835
• LogD (pH = 7.4): -4.777505
• Log P: -4.7774835
• Molar Refractivity: 216.585 cm^3
• Polarizability: 86.51256 Å^3
• Polar Surface Area: 321.27 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Critical Micelle Concentration: 1.1-1.4 mM(20-25°C)
• Aggregation Number of Micelle: 8-16

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Description: non-ionic
• Impurities: ≤4% water
• Mol. Weight: micellar average mol wt 10,500
• Empirical Formula (Hill Notation): C42H75N3O15

DETAILS

Apollo Scientific Ltd - OR2325T

A nonionic detergent with properties comparable to CHAPS & CHAPSO but with reduced electrostatic interactions.