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Parthenolide

CAS No.
20554-84-1
Chemical Name:
Parthenolide
Synonyms
PTL;Nsc157035;Aids007764;Parthelide;Aids-007764;Parthenolide;PartheNAlide;Parthenolides;parthenolider;Parthenolide>
CBNumber:
CB0446848
Molecular Formula:
C15H20O3
Molecular Weight:
248.32
MDL Number:
MFCD00134592
MOL File:
20554-84-1.mol
MSDS File:
SDS
Last updated:2024-01-04 13:52:25

Parthenolide 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
FDA UNII 2RDB26I5ZB

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P280-P302+P352
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

Parthenolide price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL89255 Parthenolide phyproof? Reference Substance 20554-84-1 20MG $288 2024-03-01 Buy
Sigma-Aldrich 512732 Parthenolide 20554-84-1 50mg $99.4 2024-03-01 Buy
Sigma-Aldrich 1500400 Parthenolide United States Pharmacopeia (USP) Reference Standard 20554-84-1 25mg $240 2024-03-01 Buy
TCI Chemical P1982 Parthenolide >97.0%(HPLC) 20554-84-1 25mg $87 2024-03-01 Buy
TCI Chemical P1982 Parthenolide >97.0%(HPLC) 20554-84-1 100mg $258 2024-03-01 Buy
Product number Packaging Price Buy
PHL89255 20MG $288 Buy
512732 50mg $99.4 Buy
1500400 25mg $240 Buy
P1982 25mg $87 Buy
P1982 100mg $258 Buy

Parthenolide Chemical Properties,Uses,Production

Description

Parthenolide is an allergen in feverfew (Tanacetum parthenarium).

Chemical Properties

White solid

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

Antiinflammatory;MAP kinase inhibitor

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 .

Contact allergens

Parthenolide is a sesquiterpene lactone found Asteraceae- Compositae such as feverfew (Tanacetum parthenium Schultz-Bip.) or congress grass (Parthenium hysterophorus L.).

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.

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

Parthenolide Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 402)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Shaanxi Haibo Biotechnology Co., Ltd
+undefined18602966907 qinhe02@xaltbio.com China 1000 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 338 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 967 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768 sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58

View Lastest Price from Parthenolide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Parthenolide pictures 2024-04-24 Parthenolide
20554-84-1
US $0.00-0.00 / kg 0.10000000149011612kg ≥98% 20tons Chongqing Zhihe Biopharmaceutical Co., Ltd.
Parthenolide; Tanacetum parthenium pictures 2024-04-23 Parthenolide; Tanacetum parthenium
20554-84-1
US $0.00 / KG 1KG 1%-98% HPLC 1000KG Changsha Staherb Natural Ingredients Co., Ltd.
 parthenolider  pictures 2024-04-22 parthenolider
20554-84-1
US $50.00 / g 2g 99 10000 kilograms/month Hebei Yime New Material Technology Co., Ltd.
  • Parthenolide pictures
  • Parthenolide
    20554-84-1
  • US $0.00-0.00 / kg
  • ≥98%
  • Chongqing Zhihe Biopharmaceutical Co., Ltd.
  •  parthenolider  pictures
  • parthenolider
    20554-84-1
  • US $50.00 / g
  • 99
  • Hebei Yime New Material Technology Co., Ltd.
[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 Germacra-1(10),11(13)-dien-12-oic acid, 4,5-alpha-epoxy-6-beta-hydroxy-, gamma-lactone Parthenolide Parthenolide ((-)-Parthenolide) PartheNAlide Aids007764 Aids-007764 Nsc157035 Oxireno[9,10]cyclodeca[1,2-B]furan-9(1ah)-one, 2,3,6,7,7A,8,10A,10B-octahydro-1A,5-dimethyl-8-methylene-, (1ar,4E,7as,10as,10bs)- Parthenolides Parthelide Parthenolide (25 mg) Oxireno(9,10)cyclodeca(1,2-B)furan-9(1ah)-o Parthenolide, froM ChrysantheMuM MorifoliuM (3aS,9aR,10aS,10bS,E)-6,9a-dimethyl-3-methylene-3a,4,5,8,9,9a,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-2(3H)-one PTL Parthenolide(PTL) [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 PARTHENOLIDE, TANACETUM PARTHENIUM 4,5-alpha-epoxy-6-beta-hydroxy-11(13)-dien-12-oicacigamma-germacra-1(10 4,5-alpha-epoxy-6-beta-hydroxygermacra-1(10),11(13)-dien-12-oicacidgamma-la Parthenolide from Chrysanthenum parthenium Oxireno9,10cyclodeca1,2-bfuran-9(1aH)-one, 2,3,6,7,7a,8,10a,10b-octahydro-1a,5-dimethyl-8-methylene-, (1aR,4E,7aS,10aS,10bR)- 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 Parthenolide, 98%, from Chrysanthemum morifolium Parthenolide> (-)-Parthenolide PARTHENOLIDE, DIMETHYLAMINOPARTHENOLIDE parthenolider Chrysanthemum lactone Autophagy,inhibit,Parthenolide,Nuclear factor-kappaB,Mitochondrial Autophagy,NF-κB,Nuclear factor-κB,Apoptosis,Inhibitor,Mitophagy (3aS,9aR,10aR,10bS,E)-6,9a-Dimethyl-3-methylene-3a,4,5,8,9,9a,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-2(3H)-one 20554-84-1 20552-41-8 10-21-7 Anti-Proliferative Agents Antitumor Agents BioChemical Cancer Research inhibitor chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Natural Product Sesqui-Terpenoids Isoprenoid/terpenoidNeurotransmitters Anti-Proliferative AgentsNutrition Research Antitumor Agents Biochemicals Found in Plants Cancer Research