(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,5,6,6,8-2H6)tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-ol

• ChemBase ID: 147017
• Molecular Formular: C27H46O
• Molecular Mass: 386.65354
• Monoisotopic Mass: 386.35486609
• SMILES: C1=C2[C@](CC[C@@H](C2)O)([C@H]2CC[C@]3([C@H]([C@@H]2C1)CC[C@@H]3[C@H](C)CCCC(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=C2[C@]1(C)CC[C@@H](C2)O)C)C
• InChI: InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: HVYWMOMLDIMFJA-DPAQBDIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,5,6,6,8-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• IUPAC Traditional name: (1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl](4,4,5,6,6,8-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• Synonyms: 3β-Hydroxy-5-cholestene-2,2,3,4,4,5-d6; 5-Cholesten-3β-ol-2,2,3,4,4,5-d6; Deuterated cholesterol; Cholesterol-2,2,3,4,4,6-d6; Cholesterol-2,2,3,4,4,6-d6; (3β)-Cholest-5-en-3-ol-d6; (-)-Cholesterol-d6; 3β-Hydroxycholest-5-ene-d6; 5:6-Cholesten-3β-ol-d6; Cholest-5-en-3β-ol-d6; Cholesterin-d6; Cholesteryl-d6 Αlcohol; Dythol-d6; Lidinit-d6; Lidinite-d6; NSC 8798-d6; Provitamin D-d6; 5-Cholesten-3β-ol-d6; Cholesterol-d6; 胆固醇-2,2,3,4,4,6-d6

Database IDs

• CAS Number: 92543-08-3
• MDL Number: MFCD00209699
• PubChem SID: 162241209; 24872407
• PubChem CID: 16213400

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.112889
• LogD (pH = 7.4): 7.112889
• Log P: 7.112889
• Molar Refractivity: 120.6165 cm^3
• Polarizability: 47.977962 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 147-149 °C(lit.); 148-150°C
• Boiling Point: 360 °C(lit.)
• Density: 1.088 g/mL at 25 °C
• Optical Rotation: [α]20/D -40°, c = 2 in chloroform
• Mass Shift: M+6

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 97 atom % D
• Mol. Weight: mol wt 392.51 by atom % calculation
• Empirical Formula (Hill Notation): C27D6H40O

DETAILS

Sigma Aldrich - 488577

Packaging
100 mg in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - C432502

Labelled Cholesterol (C432501). Cholesterol is the principal sterol of the higher animals. Cholesterol was found in all body tissues, especial in the brain, spinal cord, and in animal fats or oils. Cholesterol is the main constituent of gallstones.

REFERENCES

• Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923)
• Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1923)
• Gemant, et al.: Life Sci., 1, 233 (1923)
• Johnson, K., et al.: 4, 457 (1923)