(1S,2R,5S,9R,10S,11S,15R)-2,15-dimethyl-14-[(2R)-6-(2H3)methyl(6,7,7,7-2H4)heptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-5,9-diol

• ChemBase ID: 170347
• Molecular Formular: C27H46O2
• Molecular Mass: 402.65294
• Monoisotopic Mass: 402.34978071
• SMILES: C1[C@@H](CC2=C[C@@H]([C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CCC1[C@@H](CCCC(C)C)C)C)O)O
• Canonical SMILES: CC(CCC[C@H](C1CC[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)O)C)C
• InChI: InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21?,22+,23+,24+,25+,26+,27-/m1/s1
• InChIKey: OYXZMSRRJOYLLO-LIKRZGAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,9R,10S,11S,15R)-2,15-dimethyl-14-[(2R)-6-(^2H₃)methyl(6,7,7,7-^2H₄)heptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-5,9-diol
• IUPAC Traditional name: (1S,2R,5S,9R,10S,11S,15R)-2,15-dimethyl-14-[(2R)-6-(^2H₃)methyl(6,7,7,7-^2H₄)heptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-5,9-diol
• Synonyms: 7β-Hydroxy Cholesterol-d7; (3β,7β)-Cholest-5-ene-3,7-diol-d7; Cholest-5-ene-3β,7β-diol-d7; 5-Cholestene-3β,7β-diol-d7; 7β-Hydroxycholest-5-en-3β-ol-d7; 7β-Hydroxycholesterol-25,26,26,26,27,27,27-d7

Database IDs

• PubChem SID: 164226257
• PubChem CID: 71748934

CALCULATED PROPERTIES

• Acid pKa: 18.204233
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.9600315
• LogD (pH = 7.4): 5.9600315
• Log P: 5.9600315
• Molar Refractivity: 122.055 cm^3
• Polarizability: 48.564686 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H917997

A labelled metabolite of Cholesterol.

REFERENCES

• Wang, J., et al.: Biochemistry, 43, 1010 (2004)
• Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2004)
• Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2004)