6-({14-carboxy-14-hydroxy-2,15-dimethyl-17-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid sodium

• ChemBase ID: 132486
• Molecular Formular: C26H38NaO11
• Molecular Mass: 549.56309
• Monoisotopic Mass: 549.23118132
• SMILES: CC12CCC(CC1CCC1C2C(=O)CC2(C1CCC2(C(=O)O)O)C)OC1C(C(C(C(O1)C(=O)O)O)O)O.[Na]
• Canonical SMILES: OC1C(O)C(OC2CCC3(C(C2)CCC2C3C(=O)CC3(C2CCC3(O)C(=O)O)C)C)OC(C1O)C(=O)O.[Na]
• InChI: InChI=1S/C26H38O11.Na/c1-24-7-5-12(36-22-19(30)17(28)18(29)20(37-22)21(31)32)9-11(24)3-4-13-14-6-8-26(35,23(33)34)25(14,2)10-15(27)16(13)24;/h11-14,16-20,22,28-30,35H,3-10H2,1-2H3,(H,31,32)(H,33,34)
• InChIKey: VCKMNYDXWHGXRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-({14-carboxy-14-hydroxy-2,15-dimethyl-17-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid sodium
• IUPAC Traditional name: 6-({14-carboxy-14-hydroxy-2,15-dimethyl-17-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid sodium
• Synonyms: Etiocholane-3α,17α-diol-11-one-17β-carboxylic acid 3-(β-D-glucuronide); 5β-Androstane-3α,17α-diol-11-one-17β-carboxylic acid 3-(β-D-glucuronide) disodium salt

Database IDs

• CAS Number: 138898-76-7
• MDL Number: MFCD00132990
• PubChem SID: 162226763; 24891169
• PubChem CID: 16218962

CALCULATED PROPERTIES

• Acid pKa: 3.3607774
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -2.974006
• LogD (pH = 7.4): -5.9942822
• Log P: 0.53607565
• Molar Refractivity: 123.7036 cm^3
• Polarizability: 50.22644 Å^3
• Polar Surface Area: 191.05 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada