4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one

• ChemBase ID: 105385
• Molecular Formular: C15H20O3
• Molecular Mass: 248.3175
• Monoisotopic Mass: 248.1412445
• SMILES: CC1=CCCC2(C)OC2C2OC(=O)C(=C)C2CC1
• Canonical SMILES: CC1=CCCC2(C)OC2C2C(CC1)C(=C)C(=O)O2
• InChI: InChI=1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3
• InChIKey: KTEXNACQROZXEV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one
• IUPAC Traditional name: 4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one
• Synonyms: PARTHENOLIDE

Database IDs

• CAS Number: 20554-84-1
• PubChem SID: 162092499
• PubChem CID: 5353864

CALCULATED PROPERTIES

• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.0712926
• LogD (pH = 7.4): 3.0712926
• Log P: 3.0712926
• Molar Refractivity: 68.5529 cm^3
• Polarizability: 27.145802 Å^3

PROPERTIES

Safety Information

• Storage Condition: -20°C
• RTECS: LY4220000

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02159988

Purity: 97%
Demonstrates anti-inflammatory, anti-secretory, and spasmolytic activity. Sesquiterpene lactone from Chrysanthemem parthenium used as a herbal remedy for migrane headaches and arthritis.

REFERENCES

• Barsby, R.W., et al., J. Biol. Pharmacol. , 44 : 737 (1992).
• Sumner, H., et al., Biochem. Pharmacol. , 43 : 2313 (1992).