parthenolide
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)-
Identification
| Name | parthenolide |
| CAS Number | 20554-84-1 |
| FDA UNII | 2RDB26I5ZB |
| Molecular Formula | C15 H20 O3 |
| Molecular Weight | 248.32200000 |
| MDL Number | MFCD00134592 |
Regulatory
Physical Properties
| Appearance | white crystalline solid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 115.00 to 117.00 °C. @ 760.00 mm Hg |
| Boiling Point | 393.00 to 395.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.000002 mmHg @ 25.00 °C. (est) |
| Flash Point | 331.00 °F. TCC ( 166.11 °C. ) |
| logP (o/w) | 2.424 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for parthenolide usage levels up to | not for fragrance use. |
| Recommendation for parthenolide flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(E)-(1S,2S,4R,11S)-4,8-
dimethyl-12-methylene-3,14-dioxa-tricyclo[9.3.0.0*2,4*]tetradec-7-en-13-one
(1aR,7aS,10aS,10bS,E)-1a,5-
dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-9(1aH)-one
(1aR,4E,7aS,10aS,10bS)-1a,5-
dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one
4,5-alpha-
epoxy-6-beta-hydroxygermacra-1(10),11(13)-dien-12-oic acid gamma-lactone
(1aR,4E,7aS,10aS,10bS)-2,3,6,7,7a,8,10a,10b-
octahydro-1a,5-dimethyl-8-methylene oxireno(9,10)cyclodeca(1,2-b)furan-9(1ah)-one
[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
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)-
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)-
PubMed:
Anti-inflammatory effects of 27 selected terpenoid compounds tested through modulating Th1/Th2 cytokine secretion profiles using murine primary splenocytes.
PubMed:
Chemopreventive activity of sesquiterpene lactones (SLs) from yacon against TPA-induced Raji cells deformation.
PubMed:
Natural products and anti-inflammatory activity.
PubMed:
Antiproliferative activities of parthenolide and golden feverfew extract against three human cancer cell lines.
PubMed:
Comparative effects of the herbal constituent parthenolide (Feverfew) on lipopolysaccharide-induced inflammatory gene expression in murine spleen and liver.
PubMed:
Modulation of lipopolysaccharide-induced proinflammatory cytokine production in vitro and in vivo by the herbal constituents apigenin (chamomile), ginsenoside Rb(1) (ginseng) and parthenolide (feverfew).
PubMed:
Comparative study of ovatifolin antioxidant and growth inhibition activities.
PubMed:
Rapid extraction and high-performance liquid chromatographic determination of parthenolide in feverfew (Tanacetum parthenium).
PubMed:
Sesquiterpene lactones with potential use as natural herbicide models (I): trans,trans-germacranolides.
PubMed:
Airborne Compositae dermatitis: monoterpenes and no parthenolide are released from flowering Tanacetum parthenium (feverfew) plants.
PubMed:
Feverfew and vascular smooth muscle: extracts from fresh and dried plants show opposing pharmacological profiles, dependent upon sesquiterpene lactone content.
PubMed:
Inhibition of 5-lipoxygenase and cyclo-oxygenase in leukocytes by feverfew. Involvement of sesquiterpene lactones and other components.