Brevianamide F

Modify Date: 2025-08-20 11:10:05

Brevianamide F Structure
Brevianamide F structure
Common Name Brevianamide F
CAS Number 38136-70-8 Molecular Weight 283.32500
Density N/A Boiling Point 633.2°C
Molecular Formula C16H17N3O2 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Brevianamide F


Brevianamide F , also known as cyclo-(L-Trp-L-Pro), belongs to a class of naturally occurring 2,5-diketopiperazines.Brevianamide F possess interesting breast cancer resistance protein inhibitory activity.[1] brevianamide F once used as aromatic substrate. [2]

 Names

Name brevianamide F
Synonym More Synonyms

 Brevianamide F Biological Activity

Description Brevianamide F , also known as cyclo-(L-Trp-L-Pro), belongs to a class of naturally occurring 2,5-diketopiperazines.Brevianamide F possess interesting breast cancer resistance protein inhibitory activity.[1] brevianamide F once used as aromatic substrate. [2]
Related Catalog
References

[1]. Wauters I et al. Beyond the Diketopiperazine Family with Alternatively Bridged Brevianamide F Analogues. J Org Chem, 2015 Aug 21, 80(16):8046-54.

[2]. Yin S et al. Identification of a brevianamide F reverse prenyltransferase BrePT from Aspergillus versicolor with a broad substrate specificity towards tryptophan-containing cyclic dipeptides. Appl Microbiol Biotechnol, 2013 Feb, 97(4):1649-60.

 Chemical & Physical Properties

Boiling Point 633.2°C
Molecular Formula C16H17N3O2
Molecular Weight 283.32500
Exact Mass 283.13200
PSA 68.69000
LogP 1.41360
InChIKey RYFZBPVMVYTEKZ-KBPBESRZSA-N
SMILES O=C1NC(Cc2c[nH]c3ccccc23)C(=O)N2CCCC12
Storage condition 2-8°C

 Safety Information

Hazard Codes Xi

 Brevianamide FBioassay

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Name: Cytotoxicity against human cisplatin resistant A2780 cells after 72 hrs by MTT assay
Source: ChEMBL
Target: A2780
External Id: CHEMBL2032599
Name: Cytotoxicity against human K562 cells after 72 hrs by MTT assay
Source: ChEMBL
Target: K562
External Id: CHEMBL2032597
Name: Cytotoxicity against human cisplatin sensitive A2780 cells after 72 hrs by MTT assay
Source: ChEMBL
Target: A2780
External Id: CHEMBL2032598
Name: Antimycobacterial activity against Mycobacterium bovis BCG
Source: ChEMBL
Target: Mycobacterium tuberculosis
External Id: CHEMBL4400904
Name: Cytotoxicity against mouse BV-2 cells assessed as cell viability at 40 uM measured af...
Source: ChEMBL
Target: BV-2
External Id: CHEMBL5587238
Name: Antineuroinflammatory activity in LPS induced mouse BV-2 cells assessed as inhibition...
Source: ChEMBL
Target: BV-2
External Id: CHEMBL5587239
Name: Antibacterial activity against Escherichia coli ATCC 25922 after 18 hrs by agar diffu...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL3602538
Name: Ratio Kcat to Km for Aspergillus fumigatus FtmPT1 by HPLC analysis relative to L-tryp...
Source: ChEMBL
Target: Tryprostatin B synthase
External Id: CHEMBL1060345
Name: Antibacterial activity against Staphylococcus aureus ATCC 25923 after 18 hrs by agar ...
Source: ChEMBL
Target: Staphylococcus aureus
External Id: CHEMBL3602536
Name: Toxicity in Artemia salina (brine shrimp) at 28 degC after 48 hr
Source: ChEMBL
Target: Artemia salina
External Id: CHEMBL3050935
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 Synonyms

(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Brevianamide F
Cyclo-L-Trp-L-Pro
cyclo-L-tryptophanyl-L-proline
Cyclo(L-Pro-L-Trp-)
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