EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

quassin
picrasa-2,12-diene-1,11,16-trione, 2,12-dimethoxy-

Supplier Sponsors

CAS Number: 76-78-8Picture of molecule3D/inchi
Other(deleted CASRN):1405-17-0
ECHA EINECS - REACH Pre-Reg:200-985-9
FDA UNII: QP1YAK6QGK
Nikkaji Web:J13.927K
MDL:MFCD00273126
XlogP3-AA:2.40 (est)
Molecular Weight:388.46036000
Formula:C22 H28 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
 
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:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 222.00 °C. @ 760.00 mm Hg
Boiling Point: 586.30 °C. @ 760.00 mm Hg (est)
Flash Point: 492.00 °F. TCC ( 255.40 °C. ) (est)
logP (o/w): 2.220 (est)
Soluble in:
 water, 566.3 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: denaturants
 
Suppliers:
BOC Sciences
For experimental / research use only.
Quassin
Carbosynth
For experimental / research use only.
Quassin
Coompo
For experimental / research use only.
Quassin from Plants ≥96%
Odor: characteristic
Use: Quassin has been identified to be the antilarval principle present in this plant and was effective against mosquito larvae at a concentration of 6 ppm. Quassin was over five times as active as carbaryl, a synthetic antilarval agent. Quassin inhibits the steroidogenesis in Rat Leydig Cells In vitro.
 
Safety Information:
 
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:
cosmetic agents
Recommendation for quassin usage levels up to:
 not for fragrance use.
 
Recommendation for quassin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):76-78-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :65571
National Institute of Allergy and Infectious Diseases:Data
Chemidplus:0000076788
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):65571
Pubchem (sid):135022564
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C08778
HMDB (The Human Metabolome Database):HMDB36587
FooDB:FDB015499
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 quassia amara
Search Trop Picture
 
Synonyms:
2,12-dimethoxypicrasa-2,12-diene-1,11,16-trione
(3aS,6aR,7aS,8S,11aS,11bS,11cS)-1,3a,4,5,6a,7,7a,8,11,11a,11b,11c-dodecahydro-2,10-dimethoxy-3,8,11a,11c-tetramethyl dibenzo(de,g)chromene-1,5,11-trione
 nigakilactone D
3ab,6ab,7,7aa,8,11a,11ba,11c-octahydro-2,10-dimethoxy-3,8a,11ab,11cb-tetramethylphenanthro[10,1-bc]pyran-1,5,11(4H)-trione
 picrasa-2,12-diene-1,11,16-trione, 2,12-dimethoxy-
 picrasmin
 quassine
 

Articles:

PubMed:Antiulcerogenic effects and possible mechanism of action of Quassia amara (L. Simaroubaceae) extract and its bioactive principles in rats.
PubMed:Liquid chromatography electrospray ionization tandem mass spectrometric determination of quassin and neoquassin in fruits and vegetables.
PubMed:Reproductive activities of female albino rats treated with quassin, a bioactive triterpenoid from stem bark extract of Quassia amara.
PubMed:Quassinoid constituents of Quassia amara L. leaf herbal tea. Impact on its antimalarial activity and cytotoxicity.
PubMed:[Examination of original plant of Jamaica quassia extract, a natural bittering agent, based on composition of the constituents].
PubMed:[Analysis of constituents in Jamaica quassia extract, a natural bittering agent].
PubMed:Quassinoids from Picrasma crenata.
PubMed:Indonesian medicinal plants. XVII. Characterization of quassinoids from the stems of Quassia indica.
PubMed:Liquid chromatography electrospray ionization tandem mass spectrometric determination of quassin and neoquassin in fruits and vegetables.
PubMed:Reproductive activities of female albino rats treated with quassin, a bioactive triterpenoid from stem bark extract of Quassia amara.
PubMed:[Examination of original plant of Jamaica quassia extract, a natural bittering agent, based on composition of the constituents].
PubMed:Quassin alters the immunological patterns of murine macrophages through generation of nitric oxide to exert antileishmanial activity.
PubMed:Inhibition of CYP1A1 by Quassinoids found in Picrasma excelsa.
PubMed:[Analysis of constituents in Jamaica quassia extract, a natural bittering agent].
PubMed:Quassinoids from Picrasma crenata.
PubMed:Antiviral activity of simalikalactone D, a quassinoid from Quassia africana.
PubMed:Total synthesis of (+)-quassin.
PubMed:[Weitz' aminium salt initiated electron transfer reactions and application to the synthesis of natural products].
PubMed:Indonesian medicinal plants. XVII. Characterization of quassinoids from the stems of Quassia indica.
PubMed:Antifertility activity of Quassia amara: quassin inhibits the steroidogenesis in rat Leydig cells in vitro.
PubMed:2-Methoxycanthin-6-one: A New Alkaloid from the Stem Wood of Quassia amara.
PubMed:A microwell cytotoxicity assay using Artemia salina (brine shrimp).
PubMed:Effect of quassin on the metabolism of catecholamines in different life cycle stages of Culex quinquefasciatus.
PubMed:Larvicidal efficacy of Quassin against Culex quinquefasciatus.
PubMed:Activity of quassinoids as antifeedants against aphids.
PubMed:Use of microdilution to assess in vitro antiamoebic activities of Brucea javanica fruits, Simarouba amara stem, and a number of quassinoids.
PubMed:1H- and 13C-NMR spectroscopic studies of selected quassinoids.
PubMed:Acute insecticidal activity of quassin and its congeners against the American cockroach.
PubMed:Production of the triterpenoid quassin in callus and cell suspension cultures of Picrasma quassioides Bennett.
PubMed:Quassinoid bitter principles. II.
PubMed:Antifeedant activity of quassinoids.
PubMed:An enzyme-linked immunosorbent assay for quassin and closely related metabolites.
PubMed:Structure-activity relationships for binding and inactivation of rabbit reticulocyte ribosomes by quassinoid antineoplastic agents.
PubMed:[Antiamebic properties of some derivatives of ailantone and quassin].
PubMed:A thin-layer chromatographic method for the determination of "quassin" in cosmetic preparations.
PubMed:[Research on the constituents of the bark of the subspontaneous Ailanthus glandulosa Desf. of Liguria. I. Identification of two amaroids (quassin and neopuassin)].
 
Notes:
Bitter constit. of Quassia amara (Surinam quassia) and Picrasma excelsa (Jamaican quassiawood) Quassin is a white bitter, crystalline substance extracted from the quassia tree. It is the bitterest substance found in nature with a bitter threshold of 0.08ppm and it is 50 times more bitter than quinine.
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