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Brevianamide f

CAS No.:
38136-70-8
Catalog Number:
AG00379J
Molecular Formula:
C16H17N3O2
Molecular Weight:
283.3251
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$111
- +
10mg
≥98%
1 week
United States
$143
- +
25mg
≥98%
1 week
United States
$193
- +
Product Description
Catalog Number:
AG00379J
Chemical Name:
Brevianamide f
CAS Number:
38136-70-8
Molecular Formula:
C16H17N3O2
Molecular Weight:
283.3251
MDL Number:
MFCD29917326
IUPAC Name:
(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
InChI:
InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChI Key:
RYFZBPVMVYTEKZ-KBPBESRZSA-N
SMILES:
O=C1N[C@@H](Cc2c[nH]c3c2cccc3)C(=O)N2[C@H]1CCC2
Properties
Complexity:
453  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
283.132g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
283.331g/mol
Monoisotopic Mass:
283.132g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
65.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.5  
Literature
Title Journal
Cyclic dipeptides from rhabditid entomopathogenic nematode-associated Bacillus cereus have antimicrobial activities. World journal of microbiology & biotechnology 20140201
Prenylation at the indole ring leads to a significant increase of cytotoxicity of tryptophan-containing cyclic dipeptides. Bioorganic & medicinal chemistry letters 20120615
Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities. Journal of agricultural and food chemistry 20120404
Identification of cytochrome P450s required for fumitremorgin biosynthesis in Aspergillus fumigatus. Chembiochem : a European journal of chemical biology 20090323
Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign). Journal of natural products 20090101
Overproduction, purification and characterization of FtmPT1, a brevianamide F prenyltransferase from Aspergillus fumigatus. Microbiology (Reading, England) 20050701
Letter: Protostreptovaricins I-V. Journal of the American Chemical Society 19760204
Properties