7-hydroxy(4a,5,6,7,8,8a-13C6)-2H-chromen-2-one

• ChemBase ID: 170393
• Molecular Formular: C9H6O3
• Molecular Mass: 168.09806903
• Monoisotopic Mass: 168.05182308
• SMILES: [13cH]1[13c]2[13c]([13cH][13cH][13c]1O)ccc(=O)o2
• Canonical SMILES: O[13c]1[13cH][13cH][13c]2[13c]([13cH]1)oc(=O)cc2
• InChI: InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H/i1+1,3+1,5+1,6+1,7+1,8+1
• InChIKey: ORHBXUUXSCNDEV-AMPMUIAWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy(4a,5,6,7,8,8a-^1^3C₆)-2H-chromen-2-one
• IUPAC Traditional name: 7-hydroxy(4a,5,6,7,8,8a-^1^3C₆)chromen-2-one
• Synonyms: 7-Hydroxy-2H-1-benzopyran-2-one-13C6; 7-Hydroxy-2-chromenone-13C6; 7-Oxycoumarin-13C6; Hydrangin-13C6; Hydrangine-13C3; NSC 19790-13C6; Skimmetin-13C6; Skimmetine-13C6; Umbelliferone-13C6; 7-Hydroxy Coumarin-13C6

Database IDs

• PubChem SID: 164226303
• PubChem CID: 46781768

CALCULATED PROPERTIES

• Acid pKa: 7.83576
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.4778068
• LogD (pH = 7.4): 1.3451345
• Log P: 1.4797943
• Molar Refractivity: 43.5295 cm^3
• Polarizability: 16.31481 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H924878

A labelled metabolite of Coumarin. The aglucon of skimmin. Present in many plants.

REFERENCES

• Schilling, et al.: Nature, 221, 664 (1969)
• Indahl, S., et al.: Xenobiotica, 1, 13 (1969)
• Thompson, S.G., et al.: Antimicrob. Agents Chemother., 18, 264 (1969)