cis-solamin
 
Notes:
None found
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CAS Number: 158705-59-0Picture of molecule3D/inchi
Nikkaji Web: J2.099.451G
XlogP3-AA: 11.80 (est)
Molecular Weight: 564.89108000
Formula: C35 H64 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 2.943e-007 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for cis-solamin usage levels up to:
 not for fragrance use.
 
Recommendation for cis-solamin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
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Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 11376469
National Institute of Allergy and Infectious Diseases: Data
 (2S)-4-[(13R)-13-hydroxy-13-[(2R,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
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References:
 (2S)-4-[(13R)-13-hydroxy-13-[(2R,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 11376469
Pubchem (cas): 158705-59-0
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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
CHEMBL: View
HMDB (The Human Metabolome Database): Search
FooDB: FDB010693
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 annona muricata root
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Synonyms:
(2S)-4-[(13R)-13-hydroxy-13-[(2R,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
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Articles:
PubMed: Total synthesis of muricadienin, the putative key precursor in the solamin biosynthesis.
PubMed: Synthesis of pyranicin and its inhibitory action with bovine heart mitochondrial complex I.
PubMed: Synthesis of annonaceous acetogenins from muricatacin.
PubMed: Total synthesis of cis-solamin: exploiting the RuO4-catalyzed oxidative cyclization of dienes.
PubMed: Natural cis-solamin is a mixture of two tetra-epimeric diastereoisomers: biosynthetic implications for Annonaceous acetogenins.
PubMed: Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin.
PubMed: Total synthesis and preliminary biological evaluation of cis-solamin isomers.
PubMed: Synthesis of cis-solamin using a permanganate-mediated oxidative cyclization.
PubMed: Total synthesis of cis-solamin.
PubMed: cis-monotetrahydrofuran acetogenins from the roots of annona muricata1
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