(1S,2R,5R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl acetate

• ChemBase ID: 170172
• Molecular Formular: C29H48O3
• Molecular Mass: 444.68962
• Monoisotopic Mass: 444.3603454
• SMILES: C1[C@H](CC2=C[C@@H]([C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1[C@@H](CCCC(C)C)C)C)O)OC(=O)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H](O)C=C2[C@]1(C)CC[C@H](C2)OC(=O)C)C)C
• InChI: InChI=1S/C29H48O3/c1-18(2)8-7-9-19(3)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(32-20(4)30)16-21(28)17-26(27)31/h17-19,22-27,31H,7-16H2,1-6H3/t19-,22-,23-,24+,25+,26+,27+,28+,29-/m1/s1
• InChIKey: QRSNTERZEKNKIZ-UAQNQREASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl acetate
• Synonyms: 7β-Hydroxycholesteryl 3β-Acetate; 3β-Acetoxy-7β-hydroxycholest-5-ene; 3β-Acetoxycholest-5-en-7β-ol; (3β,7β)-Cholest-5-ene-3,7-diol 3-Acetate; 7β-Hydroxy Cholesterol 3β-Acetate

Database IDs

• CAS Number: 17974-77-5
• PubChem SID: 164226082
• PubChem CID: 71748842

CALCULATED PROPERTIES

• Acid pKa: 19.197128
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.401157
• LogD (pH = 7.4): 6.401157
• Log P: 6.401157
• Molar Refractivity: 131.2065 cm^3
• Polarizability: 52.377945 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - H825145

Intermediate in the preparation of Cholesterol metabolites.

REFERENCES

• Kotani, E., et al.: Chem. Pharm. Bull., 45, 750 (1997)
• Carvalho, J., et al.: J. Med. Chem., 52, 4007 (1997)