(1S,2R,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-5-ol

• ChemBase ID: 110381
• Molecular Formular: C27H46O2
• Molecular Mass: 402.65294
• Monoisotopic Mass: 402.34978071
• SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H]4O[C@]54C[C@@H](O)CC[C@]5(C)[C@H]3CC[C@]12C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H]2[C@@]3([C@]1(C)CC[C@@H](C3)O)O2)C)C
• InChI: InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
• InChIKey: PRYIJAGAEJZDBO-ZEQHCUNVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.0^2,^7.0^7,^9.0^1^2,^1^6]octadecan-5-ol; (1S,2R,5S,7R,9S,11S,12S,15R,16R)-2,16-dimethyl-15-[(2R)-6-methylheptan-2-yl]-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadecan-5-ol
• IUPAC Traditional name: epoxycholesterol
• Synonyms: 5α,6α-Epoxycholestan-3β-ol; Cholesterol 5α,6α-epoxide; CHOLESTEROL-D-α-α EPOXIDE, CHOLESTEROL-5α,6α-EPOXIDE

Database IDs

• CAS Number: 1250-95-9
• EC Number: 215-007-6
• MDL Number: MFCD00046980
• PubChem SID: 162096455; 24892526
• PubChem CID: 227037

CALCULATED PROPERTIES

• Acid pKa: 15.161281
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.3731747
• LogD (pH = 7.4): 6.3731747
• Log P: 6.3731747
• Molar Refractivity: 119.1024 cm^3
• Polarizability: 48.140965 Å^3
• Polar Surface Area: 32.76 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: ≥80%

DETAILS

MP Biomedicals - 05214787

MP Biomedicals Rare Chemical collection