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

• ChemBase ID: 133235
• Molecular Formular: C27H44O2
• Molecular Mass: 400.63706
• Monoisotopic Mass: 400.33413065
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2C(=O)C=C2[C@@]1(CC[C@@H](C2)O)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(=O)C=C2[C@]1(C)CC[C@@H](C2)O)C)C
• InChI: InChI=1S/C27H44O2/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/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1
• InChIKey: YIKKMWSQVKJCOP-ABXCMAEBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14R,15R)-5-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-9-one
• IUPAC Traditional name: 7-ketocholesterol
• Synonyms: 5-Cholesten-3β-ol-7-one; 3β-Hydroxy-5-cholesten-7-one; 7-Ketocholesterol; 3β-羟基-5-胆甾烯-7-酮; 7-酮基胆固醇; 5-胆甾烯-3β-醇-7-酮

Database IDs

• CAS Number: 566-28-9
• MDL Number: MFCD00010474
• PubChem SID: 162227512; 24892324
• PubChem CID: 91474

CALCULATED PROPERTIES

• Acid pKa: 17.38833
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.5493836
• LogD (pH = 7.4): 6.5493836
• Log P: 6.5493836
• Molar Refractivity: 121.2605 cm^3
• Polarizability: 48.014973 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90%; 95%
• Empirical Formula (Hill Notation): C27H44O2