cyclobrassinin

CAS: 105748-58-1 C11 H10 N2 S2 MW: 234.34470000

Identification

Namecyclobrassinin
CAS Number105748-58-1
FDA UNIIB98CHW7GLP
Molecular FormulaC11 H10 N2 S2
Molecular Weight234.34470000
Nikkaji NumberJ390.319B

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 4.365 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for cyclobrassinin usage levels up tonot for fragrance use.
Recommendation for cyclobrassinin flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

None Found

Natural Occurrence

brassica rapa

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)- 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.