(1S,2S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,6,6-2H4)tetracyclo[8.7.0.02,7.011,15]heptadecane

• ChemBase ID: 164725
• Molecular Formular: C27H48
• Molecular Mass: 372.67002
• Monoisotopic Mass: 372.37560154
• SMILES: C1CC[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](CCCC(C)C)C)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CCCC2)C)C
• InChI: InChI=1S/C27H48/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h19-25H,6-18H2,1-5H3/t20-,21-,22+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: XIIAYQZJNBULGD-XWLABEFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane
• IUPAC Traditional name: (1S,2S,7S,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,6,6-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane
• Synonyms: (5α)-Cholestane-d4; (20R)-5α(H),14α(H),17α(H)-Cholestane-d4; 28,29,30-Trinorlanostane-d4; Cholestane-d4; NSC 224419-d4; α-Cholestane-d4

Database IDs

• PubChem SID: 162258860
• PubChem CID: 71314851

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 8.905187
• LogD (pH = 7.4): 8.905187
• Log P: 8.905187
• Molar Refractivity: 118.097 cm^3
• Polarizability: 47.638096 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C431702

Labelled α-Cholestane (C431700). α-Cholestane is the trans-decalin homolog of Coprostane.

REFERENCES

• Ruzicka, et al.: Helv. Chim. Acta, 16, 327 (1933)
• Yamaga, N., et al.: J. Biochem., 119, 725 (1933)
• Burkard, I., et al.: J. Lipid Res., 45, 776 (1933)
• Teng, S., et al.: Br. J. Pharmacol., 151, 367 (1933)