(E)-ajoene
(E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
 
Notes:
None found
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CAS Number: 92284-99-6Picture of molecule3D/inchi
FDA UNII: W36UK64JYA
Nikkaji Web: J468.837F
XlogP3-AA: 1.70 (est)
Molecular Weight: 234.40478000
Formula: C9 H14 O S3
BioActivity Summary: listing
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
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
Soluble in:
 water, 3.441 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 (E)-ajoene usage levels up to:
 not for fragrance use.
 
Recommendation for (E)-ajoene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5386591
National Institute of Allergy and Infectious Diseases: Data
 (E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
Chemidplus: 0092201144
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References:
 (E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5386591
Pubchem (sid): 172649018
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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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C16758
HMDB (The Human Metabolome Database): Search
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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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
 garlic
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Synonyms:
trans-ajoene
 ajoene, trans-
 allyl[(2E)-3-(allyldisulfanyl)-2-propen-1-yl]sulfoniumolate
(E)-1-allyldisulfanyl-3-(prop-2-ene-1-sulfinyl)-propene
 disulfide, 2-propen-1-yl (1E)-3-(2-propen-1-ylsulfinyl)-1-propen-1-yl
 prop-2-en-1-yl (1E)-3-(prop-2-en-1-ylsulfinyl)prop-1-en-1-yl disulfide
(1E)-1-(prop-2-en-1-yldisulfanyl)-3-(prop-2-en-1-ylsulfinyl)prop-1-ene
(E)-1-(prop-2-enyldisulfanyl)-3-prop-2-enylsulfinylprop-1-ene
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Articles:
PubMed: Chemical composition and bioactive compounds of garlic (Allium sativum L.) as affected by pre- and post-harvest conditions: A review.
PubMed: Optimizing conditions for E-and Z-ajoene formation from garlic juice using response surface methodology.
PubMed: Neuroprotective effects of Z-ajoene, an organosulfur compound derived from oil-macerated garlic, in the gerbil hippocampal CA1 region after transient forebrain ischemia.
PubMed: Application of the DataChip/MetaChip technology for the evaluation of ajoene toxicity in vitro.
PubMed: Anti-inflammatory activity of sulfur-containing compounds from garlic.
PubMed: Transformation of synthetic allicin: the influence of ultrasound, microwaves, different solvents and temperatures, and the products isolation.
PubMed: Anti-proliferation activity of synthetic ajoene analogues on cancer cell-lines.
PubMed: [Characteristics of uptake, transport and efflux of Z- and E-ajoenes in Caco-2 cell monolayers in vitro].
PubMed: An organosulfur compound isolated from oil-macerated garlic extract, and its antimicrobial effect.
PubMed: Ajoene is an inhibitor and subversive substrate of human glutathione reductase and Trypanosoma cruzi trypanothione reductase: crystallographic, kinetic, and spectroscopic studies.
PubMed: Antimicrobial activity of a compound isolated from an oil-macerated garlic extract.
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