3-methoxy-2-(propan-2-yl)-7H-furo[3,2-g]chromen-7-one

• ChemBase ID: 179744
• Molecular Formular: C15H14O4
• Molecular Mass: 258.26926
• Monoisotopic Mass: 258.08920893
• SMILES: c1(c(c2c(o1)cc1oc(=O)ccc1c2)OC)C(C)C
• Canonical SMILES: COc1c(oc2c1cc1ccc(=O)oc1c2)C(C)C
• InChI: InChI=1S/C15H14O4/c1-8(2)14-15(17-3)10-6-9-4-5-13(16)18-11(9)7-12(10)19-14/h4-8H,1-3H3
• InChIKey: YQBNJPACAUPNLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methoxy-2-(propan-2-yl)-7H-furo[3,2-g]chromen-7-one
• IUPAC Traditional name: 3-methoxy-2-(propan-2-yl)-7H-furo[3,2-g]chromen-7-one
• Synonyms: 3-Methoxy-2-(1-methylethyl)-7 H -furo[3,2- g ][1]benzopyran-7-one; 2-Isopropyl-3-methoxy-7 H -furo[3,2- g ][1]benzopyran-7-one; Peucedanin

Database IDs

• CAS Number: 133-26-6
• PubChem SID: 164235654
• PubChem CID: 8616

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.8718684
• LogD (pH = 7.4): 2.8718684
• Log P: 2.8718684
• Molar Refractivity: 70.9982 cm^3
• Polarizability: 28.038322 Å^3
• Polar Surface Area: 48.67 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Apoptosis inducer in human promyelocytic leukaemia, HL-60 cells

Product Information

• Biological Source: From roots of Peucedanum officinale and other Peucedanum spp. and from Prangos pabularia
• Application(s): Antileukemic; Redioprotective

REFERENCES

• Spth, E., Ber., 1939, 72, 52, (struct, bibl)
• Schmid, H. et al., Helv. Chim. Acta, 1951, 34, 1982, (synth)
• Gupta, B.K. et al., Indian J. Chem., 1964, 2, 464, (isol)
• Krivut, B.A. et al., Khim. Prir. Soedin., 1970, 6, 3; Chem. Nat. Compd. (Engl. Transl.), 1970, 6, 1, (uv)
• Perel'son, M.E. et al., Khim. Prir. Soedin., 1971, 7, 576; Chem. Nat. Compd. (Engl. Transl.), 1971, 7, 557, (pmr)
• Zakharov, P.I. et al., Khim. Prir. Soedin., 1974, 10, 560; Chem. Nat. Compd. (Engl. Transl.), 1974, 10, 575, (ms)