cyclobrassinin
Identification
| Name | cyclobrassinin |
| CAS Number | 105748-58-1 |
| FDA UNII | B98CHW7GLP |
| Molecular Formula | C11 H10 N2 S2 |
| Molecular Weight | 234.34470000 |
| Nikkaji Number | J390.319B |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
No supplier data available
Potential Uses
Natural Occurrence
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.