Parthenolide
Parthenolide Basic information
- Product Name:
- Parthenolide
- Synonyms:
-
- Parthenolide, Tanacetum parthenium - CAS 20554-84-1 - Calbiochem
- Factory Price Parthenolide 20554-84-1
- Natural Plant Extracts Parthenolide 20554-84-1 High Purity HPLC>98%
- Feverfew P.E Parthenlide
- [1aR-(1aR*,4E,7aS*,10aS*,-10bR*)]-2,3-6,7,7a,8,10a,10b-Octahydro-1a,5-dimethyl-8-methyleneoxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
- (1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-Octahydro-1a,5-dimethyl-8-methyleneoxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
- 4,5α-Epoxy-6β-hydroxygermacra-1(10),11(13)-dien-12-oic acid γ-lactone
- 4,5alpha-epoxy-6beta-hydroxy-germacra-1(10),11(13)-dien-12-oic acid gamma-lactone
- CAS:
- 20554-84-1
- MF:
- C15H20O3
- MW:
- 248.32
- EINECS:
- 692-532-0
- Product Categories:
-
- inhibitor
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Sesqui-Terpenoids
- Isoprenoid/terpenoidNeurotransmitters
- Anti-Proliferative AgentsNutrition Research
- Antitumor Agents
- Biochemicals Found in Plants
- Cancer Research
- Others
- Natural Product
- Serotonergics
- Prostanoid receptor and related
- Mol File:
- 20554-84-1.mol
Parthenolide Chemical Properties
- Melting point:
- 115-116 °C (lit.)
- alpha
- D20 -81.4° (c = 1.04 in chloroform); D22 -71.4° (c = 0.220 in CH2Cl2)
- Boiling point:
- 394.1±42.0 °C(Predicted)
- Density
- 1.13±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- Soluble in DMSO (up to 100 mg/ml) or in Ethanol (up to 20 mg/ml)
- form
- White solid
- color
- White
- Merck
- 14,7048
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
- 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-PVLRGYAZSA-N
- SMILES
- O1C(=O)C(=C)[C@]2([H])CCC(C)=CCC[C@@]3(C)O[C@]3([H])[C@@]12[H] |t:10|
- LogP
- 2.424 (est)
- CAS DataBase Reference
- 20554-84-1
Safety Information
- Hazard Codes
- Xi,C,F
- Risk Statements
- 11-34
- Safety Statements
- 22-24/25-45-36/37/39-26-16
- WGK Germany
- 3
- RTECS
- LY4220000
- HS Code
- 29322090
MSDS
- Language:English Provider:SigmaAldrich
Parthenolide Usage And Synthesis
Description
Parthenolide is an allergen in feverfew (Tanacetum parthenarium).
Chemical Properties
White solid
Uses
Antiinflammatory;MAP kinase inhibitor
Uses
Parthenolide is a sesquiterpene lactone from the plant feverfew (T. parthenium). It inhibits the growth of the promastigote form of L. amazonensis (IC50 = 3.6 μg/ml). Parthenolide also induces apoptosis in cancer cells, at least in part by inhibiting NF-κB- and STAT-mediated anti-apoptotic gene transcription. This compound has also been shown to block inflammation by inhibiting signaling through NF-κB. Inhibition of NF-κB by parthenolide can be achieved by direct binding of the pattern recognition receptor NOD2 by parthenolide.
Uses
Parthenolide is an anti-inflammatory agent used in the treatment of ischemic injury. Also acts as an anti-tumor and anti0leukemia agent targetting acute myeloid leukemia.
Definition
ChEBI: A sesquiterpene lactone and active principle of Feverfew (Tanacetum parthenium).
General Description
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Biological Activity
The active principle of feverfew (Chrysanthemum parthenium), widely used as a herbal remedy for arthritis and migraine and as a febrifuge. Parthenolide is antisecretory, anti-inflammatory, spasmolytic and inhibits the release of 5-HT from blood platelets. Also inhibits generation of leukotriene B 4 and thromboxane B 2 .
Biochem/physiol Actions
Parthenolide is a sesquiterpene lactone present abundantly in the leaves and flowers of Tanacetum parthenium. It exhibits anti-cancer properties for the treatment of invasive cancers. Parthenolide exhibits therapeutic effects against inflammation and migraine. It plays a role in signal transduction and activation of transcription (STAT)-inhibition-mediated transcriptional repression of pro-apoptotic genes.
Contact allergens
Parthenolide is a sesquiterpene lactone found Asteraceae- Compositae such as feverfew (Tanacetum parthenium Schultz-Bip.) or congress grass (Parthenium hysterophorus L.).
References
1) Kwok et al. (2001), The anti-inflammatory natural product parthenolide from the medicinal herb Feverfew directly binds to and inhibits IkappaB kinase; Chem. Biol., 8 759 2) Hwang et al. (1996), Inhibition of the expression of inducible cyclooxygenase and proinflammatory cytokines by sequiterpene lactones in macrophages correlates with the inhibition of MAP kinases; Biochem. Biophys. Res. Commun., 226 810 3) Barsby et al. (1992), Feverfew extracts and parthenolide irreversibly inhibit vascular responses of the rabbit aorta; J. Pharm. Pharmacol., 44 737 4) Sumner et al. (1992), Inhibition of 5-lipoxygenase and cyclo-oxygenase in leukocytes by feverfew. Involvement of sesquiterpene lactones and other components; Biochem. Pharmacol., 43 2313 5) Groenewegen et al. (1990), A comparison of the effects of an extract of feverfew and parthenolide, a component of feverfew, on human platelet activity in-vitro; J. Pharm. Pharmacol., 42 553
ParthenolideSupplier
- Tel
- 025-84430028 13815430202
- sale02@cqherb.com
- Tel
- 17749282610
- 3002817800@qq.com
- Tel
- 010-82848833 400-666-7788
- jkinfo@jkchemical.com
- Tel
- 4006608290; 18621169109
- market03@meryer.com
- Tel
- 821-50328103-801 18930552037
- 3bsc@sina.com
Parthenolide(20554-84-1)Related Product Information
- D-(+)-Glucono-1,5-lactone
- Spironolactone
- Kauniolide
- Glycidyl methacrylate
- 2-BUTOXYETHYL ACRYLATE
- Glycidyl acrylate
- CITRONELLYL BUTYRATE
- 6-decenoic acid
- Allyl glycidyl ether
- Glycidyl butyrate
- METHYL TUBERATE
- 1,2-EPOXY-5-HEXENE
- (S)-(+)-Glycidyl butyrate
- 2-N-BUTOXYETHYL METHACRYLATE
- Tulipalin A
- Whiskey lactone
- FEVERFEW
- Parthenolide