6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one

• ChemBase ID: 177106
• Molecular Formular: C14H18O2
• Molecular Mass: 218.29152
• Monoisotopic Mass: 218.13067982
• SMILES: c1(c(cc2c(c1C)C(=O)C(C2)C)C)CCO
• Canonical SMILES: OCCc1c(C)cc2c(c1C)C(=O)C(C2)C
• InChI: InChI=1S/C14H18O2/c1-8-6-11-7-9(2)14(16)13(11)10(3)12(8)4-5-15/h6,9,15H,4-5,7H2,1-3H3
• InChIKey: SJNCSXMTBXDZQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydro-1H-inden-1-one
• IUPAC Traditional name: 6-(2-hydroxyethyl)-2,5,7-trimethyl-2,3-dihydroinden-1-one
• Synonyms: (±)-2,3-Dihydro-6-(2-hydroxyethyl)-2,5,7-trimethyl-1H-inden-1-one; (±)-Pterosin B; Pterosine B; rac Pterosin B

Database IDs

• CAS Number: 60657-37-6
• PubChem SID: 164233016
• PubChem CID: 5320780

CALCULATED PROPERTIES

• Acid pKa: 15.85097
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.9276965
• LogD (pH = 7.4): 2.9276965
• Log P: 2.9276965
• Molar Refractivity: 65.9535 cm^3
• Polarizability: 24.765804 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P840105

A pterosin derivative and related compound of the Ptaquiloside, a sesquiterpenoid carcinogen from bracken fern, used in the detection of this pollutant.

REFERENCES

• Bonadies, F. et al.: Rapid Comm. Mass Spec., 18, 824 (2004)