cyclobrassinin
 
Notes:
None found
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CAS Number: 105748-58-1Picture of molecule3D/inchi
FDA UNII: B98CHW7GLP
Nikkaji Web: J390.319B
XlogP3-AA: 3.30 (est)
Molecular Weight: 234.34470000
Formula: C11 H10 N2 S2
NMR Predictor: Predict (works with chrome, Edge 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, 4.365 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 cyclobrassinin usage levels up to:
 not for fragrance use.
 
Recommendation for cyclobrassinin 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 : 184579
National Institute of Allergy and Infectious Diseases: Data
 2-methylsulfanyl-4,9-dihydro-[1,3]thiazino[6,5-b]indole
Chemidplus: 0105748581
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References:
 2-methylsulfanyl-4,9-dihydro-[1,3]thiazino[6,5-b]indole
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 184579
Pubchem (cas): 105748-58-1
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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): HMDB33352
FooDB: FDB011380
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 brassica rapa
Search Trop  Picture
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Synonyms:
2-methylsulfanyl-4,9-dihydro-[1,3]thiazino[6,5-b]indole
1,3-thiazino(6,5-b)indole, 4,9-dihydro-2-(methylthio)-
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Articles:
PubMed: Two cytochromes P450 catalyze S-heterocyclizations in cabbage phytoalexin biosynthesis.
PubMed: Tenualexin, other phytoalexins and indole glucosinolates from wild cruciferous species.
PubMed: The phytoalexins brassilexin and camalexin inhibit cyclobrassinin hydrolase, a unique enzyme from the fungal pathogen Alternaria brassicicola.
PubMed: The synthesis and anticancer activity of analogs of the indole phytoalexins brassinin, 1-methoxyspirobrassinol methyl ether and cyclobrassinin.
PubMed: Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin.
PubMed: Detoxification of cruciferous phytoalexins in Botrytis cinerea: spontaneous dimerization of a camalexin metabolite.
PubMed: Impact of cruciferous phytoalexins on the detoxification of brassilexin by the blackleg fungus pathogenic to brown mustard.
PubMed: Substrate specificity and inhibition of brassinin hydrolases, detoxifying enzymes from the plant pathogens Leptosphaeria maculans and Alternaria brassicicola.
PubMed: Cloning, purification and characterisation of brassinin glucosyltransferase, a phytoalexin-detoxifying enzyme from the plant pathogen Sclerotinia sclerotiorum.
PubMed: Brassinin oxidase, a fungal detoxifying enzyme to overcome a plant defense -- purification, characterization and inhibition.
PubMed: Remarkable incorporation of the first sulfur containing indole derivative: another piece in the biosynthetic puzzle of crucifer phytoalexins.
PubMed: Phytoalexins and polar metabolites from the oilseeds canola and rapeseed: differential metabolic responses to the biotroph Albugo candida and to abiotic stress.
PubMed: Detection, characterization and identification of crucifer phytoalexins using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry.
PubMed: Detoxification of the cruciferous phytoalexin brassinin in Sclerotinia sclerotiorum requires an inducible glucosyltransferase.
PubMed: Phytoalexins from the crucifer rutabaga: structures, syntheses, biosyntheses, and antifungal activity.
PubMed: Antiproliferative and cancer chemopreventive activity of phytoalexins: focus on indole phytoalexins from crucifers.
PubMed: Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip.
PubMed: Strategies of cruciferous pathogenic fungi: detoxification of the phytoalexin cyclobrassinin by mimicry.
PubMed: The cruciferous phytoalexins brassinin and cyclobrassinin are intermediates in the biosynthesis of brassilexin.
PubMed: Cancer chemopreventive activity of brassinin, a phytoalexin from cabbage.
PubMed: Structure-activity relationships of brassinin in preventing the development of carcinogen-induced mammary lesions in organ culture.
PubMed: Growth inhibitions on human cancer cell cultures with the indole sulphur-containing phytoalexins and their analogues.
PubMed: Abiotic elicitation of indole phytoalexins and resistance to Leptosphaeria maculans within Brassiceae.
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