(1S,2S,4R,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one

• ChemBase ID: 72969
• Molecular Formular: C15H20O3
• Molecular Mass: 248.3175
• Monoisotopic Mass: 248.1412445
• SMILES: C1C[C@@]2([C@@H]([C@@H]3[C@@H](CCC(=C1)C)C(=C)C(=O)O3)O2)C
• Canonical SMILES: CC1=CCC[C@@]2(C)O[C@@H]2[C@@H]2[C@@H](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/b9-5-/t11-,12-,13-,15+/m0/s1
• InChIKey: KTEXNACQROZXEV-QLIGOWBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4R,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one
• IUPAC Traditional name: parthenolide
• Synonyms: (-)-Parthenolide; Parthenolide

Database IDs

• CAS Number: 20554-84-1
• PubChem SID: 162037889
• PubChem CID: 6473881

CALCULATED PROPERTIES

• 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
• Polar Surface Area: 38.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2341

Research Area: Inflammation
Biological Activity:
Parthenolide ((-)-Parthenolide) is a sesquiterpene lactone which occurs naturally in the plant feverfew (Tanacetum parthenium). Parthenolide ((-)-Parthenolide) has several biological activities. Parthenolide is active against a parasite Leishmania amazonensis. Parthenolide ((-)-Parthenolide) is also a potential anticancer agent. Parthenolide ((-)-Parthenolide) destroys acute myelogenous leukemia (AML) cells by inducing apoptosis. Parthenolide ((-)-Parthenolide) also has anti-inflammatory and anti-hyperalgesic effects. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Parthenolide