3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

• ChemBase ID: 133110
• Molecular Formular: C27H44O8
• Molecular Mass: 496.63346
• Monoisotopic Mass: 496.30361837
• SMILES: CC(C1CCC2C1(CCC1C2CCC2C1(CCC(C2)OC1C(C(C(C(O1)C(=O)O)O)O)O)C)C)O
• Canonical SMILES: CC(C1CCC2C1(C)CCC1C2CCC2C1(C)CCC(C2)OC1OC(C(=O)O)C(C(C1O)O)O)O
• InChI: InChI=1S/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)
• InChIKey: ZFFFJLDTCLJDHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}oxane-2-carboxylic acid
• IUPAC Traditional name: 3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl]oxy}oxane-2-carboxylic acid
• Synonyms: 5β-Pregnane-3α,20α-diol glucuronide; 3α,20α-Dihydroxy-5β-pregnane 3-glucuronide

Database IDs

• CAS Number: 1852-49-9
• MDL Number: MFCD00056522
• PubChem SID: 162227387; 24898430
• PubChem CID: 3531157

CALCULATED PROPERTIES

• Acid pKa: 3.4672575
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.3057332
• LogD (pH = 7.4): -1.0560421
• Log P: 2.328876
• Molar Refractivity: 126.2155 cm^3
• Polarizability: 51.280586 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C