CHEBI:64530 - brevianamide F

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ChEBI Name brevianamide F
Definition 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-tryptophan and L-proline).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H17N3O2
Net Charge 0
Average Mass 283.32510
Monoisotopic Mass 283.13208
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
SMILES [H][C@@]12CCCN1C(=O)[C@H](Cc1c[nH]c3ccccc13)NC2=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing brevianamide F (CHEBI:64530) has role metabolite (CHEBI:25212)
brevianamide F (CHEBI:64530) is a dipeptide (CHEBI:46761)
brevianamide F (CHEBI:64530) is a indoles (CHEBI:24828)
brevianamide F (CHEBI:64530) is a pyrrolopyrazine (CHEBI:48337)
Incoming 18-oxotryprostatin A (CHEBI:66842) has functional parent brevianamide F (CHEBI:64530)
6-hydroxytryprostatin B (CHEBI:72762) has functional parent brevianamide F (CHEBI:64530)
deoxybrevianamide E (CHEBI:72948) has functional parent brevianamide F (CHEBI:64530)
tryprostatin A (CHEBI:72761) has functional parent brevianamide F (CHEBI:64530)
tryprostatin B (CHEBI:72760) has functional parent brevianamide F (CHEBI:64530)
Synonyms Sources
brevianamide F UniProt
cyclo-(Trp-Pro) ChEBI
cyclo-L-Trp-L-Pro ChEBI
cyclo-L-tryptophanyl-L-proline ChEBI
L-prolyl-L-tryptophan anhydride ChEBI
L-tryptophyl-L-proline cyclic anhydride ChEBI
tryptophan-proline diketopiperazine ChEBI
Registry Numbers Types Sources
38136-70-8 CAS Registry Number ChemIDplus
625131 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11058035 PubMed citation Europe PMC
12369454 PubMed citation Europe PMC
12542896 PubMed citation Europe PMC
12946134 PubMed citation Europe PMC
16000710 PubMed citation Europe PMC
16755625 PubMed citation Europe PMC
17464044 PubMed citation Europe PMC
19373974 PubMed citation Europe PMC
19662574 PubMed citation Europe PMC
19842066 PubMed citation Europe PMC
21105662 PubMed citation Europe PMC
7697760 PubMed citation Europe PMC
Last Modified
08 May 2013