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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)-

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CAS Number: 20554-84-1Picture of molecule3D/inchi
FDA UNII:2RDB26I5ZB
MDL:MFCD00134592
XlogP3-AA:2.30 (est)
Molecular Weight:248.32200000
Formula:C15 H20 O3
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
 water, 119 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Parthenolide 98%
Odor: characteristic
Use: Parthenolide, a kind of sesquiterpene lactone compound, could be used against ischemic injury as an anti-inflammatory drug and has been found to be effective in inducing apoptosis of cancer cells and eradicate cancer stem cells. Parthenolide has anti-inflammatory, antisecretory and spasmolytic activity. It Inhibits the release of various media
Changsha Organic Herb
Feverfew Extract Parthenolide
Dalton Pharma Services
For experimental / research use only.
Parthenolide 95%
EMD Millipore
For experimental / research use only.
Parthenolide, Tanacetum parthenium
ExtraSynthese
For experimental / research use only.
Parthenolide (HPLC) ≥95%
Glentham Life Sciences
Parthenolide
Santa Cruz Biotechnology
For experimental / research use only.
Parthenolide ≥99%
Sigma-Aldrich: Sigma
For experimental / research use only.
Parthenolide ≥90%
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
Daily Med:search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6473881
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0020554841
RTECS:LY4220000 for cas# 20554-84-1
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6473881
Pubchem (sid):135065647
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C07609
HMDB (The Human Metabolome Database):Search
FooDB:FDB005891
Export Tariff Code:2932.29.5050
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 bay laurel leaf
Search Trop Picture
 chrysanthemum parthenium
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 featherfew
Search Trop Picture
 feverfew flower oil @ 28.4%
Data GC Search Trop Picture
 michelia champaca
Search Trop Picture
 origanum majorana oil @ 2.07%
Data GC Search Trop Picture
 
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)-
 

Articles:

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.
 
Notes:
None found
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