Description
Brevianamide F, belongs to a class of naturally occurring 2,5-diketopiperazines, is produced by the fungi A.fumigates and Aspergillus sp.
Synonyms
Cyclo-L-Trp-L-Pro; L-prolyl-L-tryptophan
IUPAC Name
(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Molecular Formula
C16H17N3O2
Canonical SMILES
C1CC2C(=O)NC(C(=O)N2C1)CC3=CNC4=CC=CC=C43
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
InChIKey
RYFZBPVMVYTEKZ-KBPBESRZSA-N
Boiling Point
633.2±48.0°C (Predicted)
Density
1.37±0.1 g/cm3(Predicted)
Solubility
Soluble in DMSO
Shelf Life
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly.
Definition
ChEBI: A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tr
ptophan and L-proline).
pKa
13.20±0.40(Predicted)
Uses
Brevianamide F is used in the preparation, reactions, medicinal and cheical propreties of diketopiperazines as bioactive natural products.