(-)-Parthenolide
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(-)-Parthenolide
structure -
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CAS No:
20554-84-1
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Formula:
C15H20O3
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Chemical Name:
(-)-Parthenolide
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Synonyms:
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,10bR)-;Germacra-1(10),11(13)-dien-12-oic acid,4,5α-epoxy-6β-hydroxy-,γ-lactone;Parthenolide;(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;119325-19-8;120852-67-7;344906-67-8
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CAS No:
Description
Parthenolide is an NF-κB inhibitor, reduces histone deacetylase 1 (HDAC-1) and DNA methyltransferase 1 independent of NF-κB inhibition.
Characteristics
38.83000
2.76200
White to pale yellow crystalline powder
1.1±0.1 g/cm3
115-116 °C
394.1±42.0 °C at 760 mmHg
166.3±22.5 °C
1.533
2-8ºC
Safety Information
NONH for all modes of transport
3
R11
22-24/25-45-36/37/39-26-16
LY4220000
Xi: Irritant;
|Warning|H317 (50%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P201, P202, P261, P272, P280, P281, P302+P352, P308+P313, P321, P333+P313, P363, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)
parthenolide
(-)-Parthenolide Use and Manufacturing
Antiinflammatory;MAP kinase inhibitor 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.
Computed Properties
Molecular Weight:248.32
XLogP3:2.3
Hydrogen Bond Acceptor Count:3
Exact Mass:248.14124450
Monoisotopic Mass:248.14124450
Topological Polar Surface Area:38.8
Heavy Atom Count:18
Complexity:437
Undefined Atom Stereocenter Count:4
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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