(1S,2R,11S,12R)-2-methyltetracyclo[10.2.1.02,11.04,9]pentadeca-4,6,8,13-tetraene-3,10-dione

• ChemBase ID: 178387
• Molecular Formular: C16H14O2
• Molecular Mass: 238.28116
• Monoisotopic Mass: 238.09937969
• SMILES: c1ccc2c(c1)C(=O)[C@]1([C@@H](C2=O)[C@@H]2C=C[C@H]1C2)C
• Canonical SMILES: O=C1c2ccccc2C(=O)[C@]2([C@@H]1[C@@H]1C=C[C@H]2C1)C
• InChI: InChI=1S/C16H14O2/c1-16-10-7-6-9(8-10)13(16)14(17)11-4-2-3-5-12(11)15(16)18/h2-7,9-10,13H,8H2,1H3/t9-,10+,13+,16+/m0/s1
• InChIKey: NELNWZJOZOSDFH-YBFQDZRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,11S,12R)-2-methyltetracyclo[10.2.1.0^2,^1^1.0^4,^9]pentadeca-4,6,8,13-tetraene-3,10-dione
• IUPAC Traditional name: (1S,2R,11S,12R)-2-methyltetracyclo[10.2.1.0^2,^1^1.0^4,^9]pentadeca-4,6,8,13-tetraene-3,10-dione
• Synonyms: (1α,4α,4aα,9aα)-1,4,4a,9a-Tetrahydro-4a-methyl-1,4-methanoanthracene-9,10-dione; (1R,4S,4aR,9aS)-rel-1,4,4a,9a-Tetrahydro-4a-methyl-1,4-methanoanthracene-9,10-dione

Database IDs

• CAS Number: 97804-50-7
• PubChem SID: 164234297
• PubChem CID: 10988325

CALCULATED PROPERTIES

• Acid pKa: 15.444635
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.5079696
• LogD (pH = 7.4): 2.5079696
• Log P: 2.5079696
• Molar Refractivity: 69.9736 cm^3
• Polarizability: 26.419403 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Solids

DETAILS

Toronto Research Chemicals - T293980

Vitamin K1 intermediate.

REFERENCES

• Escalera, J., et al.: J. Pharm. Pharmacol., 46, 172 (1994)
• Rispens, T., et al.: Org. Biomol. Chem., 3, 597 (1994)