(1S,2R,5R,7R,8R,10S,11S,15R)-7-bromo-8-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadecan-5-yl acetate

• ChemBase ID: 162807
• Molecular Formular: C29H49BrO3
• Molecular Mass: 525.60156
• Monoisotopic Mass: 524.28650743
• SMILES: C1[C@H](C[C@]2([C@](C1)([C@@H]1[C@@H](C[C@H]2O)[C@H]2[C@](CC1)(C(CC2)[C@@H](CCCC(C)C)C)C)C)Br)OC(=O)C
• Canonical SMILES: CC(CCC[C@H](C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]([C@@]2([C@]1(C)CC[C@H](C2)OC(=O)C)Br)O)C)C
• InChI: InChI=1S/C29H49BrO3/c1-18(2)8-7-9-19(3)23-10-11-24-22-16-26(32)29(30)17-21(33-20(4)31)12-15-28(29,6)25(22)13-14-27(23,24)5/h18-19,21-26,32H,7-17H2,1-6H3/t19-,21-,22+,23?,24+,25+,26-,27-,28-,29+/m1/s1
• InChIKey: QOKSSEORHJPLLF-LBPASEOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,7R,8R,10S,11S,15R)-7-bromo-8-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,7R,8R,10S,11S,15R)-7-bromo-8-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-yl acetate
• Synonyms: 3β-Acetoxy-5-bromo-5α-cholestan-6β-ol; 5-Bromo-5α-cholestane-3,6-diol 3-Acetate

Database IDs

• CAS Number: 1258-35-1
• PubChem SID: 162256942
• PubChem CID: 71314231

CALCULATED PROPERTIES

• Acid pKa: 13.931449
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.1926837
• LogD (pH = 7.4): 7.1926837
• Log P: 7.1926837
• Molar Refractivity: 137.7985 cm^3
• Polarizability: 55.200718 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B682415

Intermediate in the production of cholesterol derivatives.

REFERENCES

• Kobayashi, Y., et al.: Chem. Pharm. Bull., 23, 196 (1975)
• Momose, D., et al.: Chem. Pharm. Bull., 32, 1840 (1975)