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(-)-Parthenolide

(-)-Parthenolide structure

CAS No:
20554-84-1
Formula:
C15H20O3
Chemical Name:
(-)-Parthenolide
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
Categories:
Cosmetic Ingredient > Skin Conditioning

Description

Parthenolide is an NF-κB inhibitor, reduces histone deacetylase 1 (HDAC-1) and DNA methyltransferase 1 independent of NF-κB inhibition.

(-)-Parthenolide Basic Attributes

Molecular Weight：

248.318

Exact Mass：

248.32

DSSTox ID：

DTXSID2040579

HScode：

29322090

Characteristics

PSA：

38.83000

XLogP3：

2.76200

Appearance：

White to pale yellow crystalline powder

Density：

1.1±0.1 g/cm3

Melting Point：

115-116 °C

Boiling Point：

394.1±42.0 °C at 760 mmHg

Flash Point：

166.3±22.5 °C

Refractive Index：

1.533

Storage Conditions：

2-8ºC

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R11

safety instructions：

22-24/25-45-36/37/39-26-16

RTECS Number：

LY4220000

Marks：

Xi: Irritant;

GHS Classification：

|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

MeSH：

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.)

MeSH Entry Terms：

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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Guide of (-)-Parthenolide

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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(-)-Parthenolide

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