(1S,2R,5R,10S,11S,14R,15S)-13-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl benzoate

• ChemBase ID: 161301
• Molecular Formular: C34H50O4
• Molecular Mass: 522.7584
• Monoisotopic Mass: 522.37091008
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC([C@@H]1[C@H](C)CCCC(CO)C)O)C)OC(=O)c1ccccc1
• Canonical SMILES: OCC(CCC[C@H]([C@H]1C(O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@H](C2)OC(=O)c1ccccc1)C)C
• InChI: InChI=1S/C34H50O4/c1-22(21-35)9-8-10-23(2)31-30(36)20-29-27-14-13-25-19-26(38-32(37)24-11-6-5-7-12-24)15-17-33(25,3)28(27)16-18-34(29,31)4/h5-7,11-13,22-23,26-31,35-36H,8-10,14-21H2,1-4H3/t22?,23-,26-,27-,28+,29+,30?,31+,33+,34+/m1/s1
• InChIKey: KILKHVPXJRUSKG-MFHJMYPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10S,11S,14R,15S)-13-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl benzoate
• IUPAC Traditional name: (1S,2R,5R,10S,11S,14R,15S)-13-hydroxy-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl benzoate
• Synonyms: 3-O-Benzoyl 16,26-Dihydroxy Cholesterol

Database IDs

• PubChem SID: 162255436
• PubChem CID: 71313712

CALCULATED PROPERTIES

• Acid pKa: 17.418324
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.940699
• LogD (pH = 7.4): 6.940699
• Log P: 6.940699
• Molar Refractivity: 153.8827 cm^3
• Polarizability: 60.722176 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B208110

Intermediate in the production of cholesterol metabolites.