Available from stock

Parthenolide

SKU: P0297

Category: Lipids, Fatty Acids

20554-84-1
CAS-Number: C₁₅H₂₀O₃
Molecular Formula: 248.32
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: DMSO, ethanol, chloroform
Melting Point: 115-116 °C (lit.)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: Anticancer and antiangiogenic compound. Induces apoptosis, cell cycle arrest and autophagy in various cancer cell lines. At low concentrations acts as antioxidant reducing oxidative stress generated through the TCR signaling pathway. At high concentration induces O2- and causes oxidative-stress-mediated apoptosis. Potent anti-inflammatory and anti-atherosclerotic agent. NF-kB inhibitor by directly targeting IkB kinase. NLRP3 inflammasome inhibitor. Inhibits ATPase activity of NLRP3 and protease activity of caspase 1. Specifically inhibits HDAC1 without affecting other class I/II HDACs. DNA methyltransferase 1 (DNMT1) inhibitor. Reduces the expression of VEGF and its receptors VEGRF1 and 2. Microtubule-interfering compound, inhibiting cell migration and tubule formation. Anti-leishmanial and anti-trypanosomal agent.
Smiles: C/C1=CCC[C@](O2)(C)[C@H]2[C@@H](OC(C3=C)=O)[C@H]3CC1
InChi Key: KTEXNACQROZXEV-PVLRGYAZSA-N
References: (1) R.M. Wiedhopf, et al., J. Pharm. Sci. 62, 345 (1973) , (2) B.H. Kwok, et al., Chem. Biol. 8, 759 (2001) , (3) P. Pozarowski, et al., Cell Cycle 2, 377 (2003) , (4) T.S. Tiuman, et al., Antimicrob. Agents Chemother. 49, 176 (2005) , (5) M. Li-Weber, et al., Cell Death Differ. 12, 408 (2005) , (6) Y.N. Gopal, et al., Chem. Biol. 14, 813 (2007) , (7) E. Izumi, et al., Exp. Parasitol. 118, 324 (2008) , (8) Z. Liu, et al., J. Pharmacol. Exp. Ther. 329, 505 (2009) , (9) C. Juliana, et al., J. Biol. Chem. 285, 9792 (2010) , (10) L. Zhao, et al., Nutr. Rev. 69, 310 (2011) (Review) , (11) V.B. Mathema, et al., Inflammation 35, 560 (2012) (Review) , (12) S.L. Kim, et al., Int. J. Mol. Med. 33, 1261 (2014)
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

Anticancer and antiangiogenic compound. Induces apoptosis, cell cycle arrest and autophagy in various cancer cell lines. At low concentrations acts as antioxidant reducing oxidative stress generated through the TCR signaling pathway. At high concentration induces O2- and causes oxidative-stress-mediated apoptosis. Potent anti-inflammatory and anti-atherosclerotic agent. NF-kB inhibitor by directly targeting IkB kinase. NLRP3 inflammasome inhibitor. Inhibits ATPase activity of NLRP3 and protease activity of caspase 1. Specifically inhibits HDAC1 without affecting other class I/II HDACs. DNA methyltransferase 1 (DNMT1) inhibitor. Reduces the expression of VEGF and its receptors VEGRF1 and 2. Microtubule-interfering compound, inhibiting cell migration and tubule formation. Anti-leishmanial and anti-trypanosomal agent.

SKU: P0297 Category: Lipids, Fatty Acids

Additional information

Additional information

Purity	≥98% (HPLC)
Appearance	White to off-white powder
CAS-Number	20554-84-1
Molecular Formula	C15H20O3
Molecular Weight	248.32
Identity	1H-NMR
Solvents	DMSO, ethanol, chloroform
Melting Point	115-116 °C (lit.)
Smiles	C/C1=CCC[C@](O2)(C)[C@H]2[C@@H](OC(C3=C)=O)[C@H]3CC1
InChi Key	KTEXNACQROZXEV-PVLRGYAZSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) R.M. Wiedhopf, et al., J. Pharm. Sci. 62, 345 (1973), (2) B.H. Kwok, et al., Chem. Biol. 8, 759 (2001), (3) P. Pozarowski, et al., Cell Cycle 2, 377 (2003), (4) T.S. Tiuman, et al., Antimicrob. Agents Chemother. 49, 176 (2005), (5) M. Li-Weber, et al., Cell Death Differ. 12, 408 (2005), (6) Y.N. Gopal, et al., Chem. Biol. 14, 813 (2007), (7) E. Izumi, et al., Exp. Parasitol. 118, 324 (2008), (8) Z. Liu, et al., J. Pharmacol. Exp. Ther. 329, 505 (2009), (9) C. Juliana, et al., J. Biol. Chem. 285, 9792 (2010), (10) L. Zhao, et al., Nutr. Rev. 69, 310 (2011) (Review), (11) V.B. Mathema, et al., Inflammation 35, 560 (2012) (Review), (12) S.L. Kim, et al., Int. J. Mol. Med. 33, 1261 (2014)
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
Quantity	25 mg, Bulk