Brevianamide F - 10mM in DMSO , CAS No.38136-70-8

CAS: 38136-70-8 Cat. No.: B423763 Peso molecular: 283.33

GRADE & PURITY 10mM in DMSO

Synonyms

L-tryptophyl-L-proline cyclic anhydride | QRP | cyclo-L-proline-L-pryptophan | AS-60483 | HY-100385 | (3S,8AS)-HEXAHYDRO-3-(1H-INDOL-3-YLMETHYL)PYRROLO(1,2-A)PYRAZINE-1,4-DIONE | cyclo-(Trp-Pro) | (3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyr

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

Information

Brevianamide F, belonging to a class of naturally occurring 2,5-diketopiperazines, is the simplest member and the biosynthetic precursor of a large family of biologically active prenylated tryptophan-proline 2,5-diketopiperazines that are produced by the fungiA.fumigatesandAspergillus sp..

Specifications

Sinónimos

L-tryptophyl-L-proline cyclic anhydride | QRP | cyclo-L-proline-L-pryptophan | AS-60483 | HY-100385 | (3S, 8AS)-HEXAHYDRO-3-(1H-INDOL-3-YLMETHYL)PYRROLO(1, 2-A)PYRAZINE-1, 4-DIONE | cyclo-(Trp-Pro) | (3S, 8aS)-3-(1H-indol-3-ylmethyl)-2, 3, 6, 7, 8, 8a-hexahydropyr

Especificaciones y pureza

10mM in DMSO

Mecanismos bioquímicos y fisiológicos

Brevianamide F, belonging to a class of naturally occurring 2, 5-diketopiperazines, is the simplest member and the biosynthetic precursor of a large family of biologically active prenylated tryptophan-proline 2, 5-diketopiperazines that are produced by the

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Propiedades del producto

• ALogP: 1.255
• hba_count: 2
• Recuento HBD: 2
• Enlace rotable: 2

Nombres e identificadores

• Sonrisas canónicas: C1CC2C(=O)NC(C(=O)N2C1)CC3=CNC4=CC=CC=C43
• IUPAC Name: (3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
• InChIKey: RYFZBPVMVYTEKZ-KBPBESRZSA-N
• 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
• Isómeros SMILES: C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CNC4=CC=CC=C43
• Peso molecular: 283.33
• Reaxy-Rn: 625129
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=625129&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: 3-alkylindoles 2,5-dioxopiperazines N-alkylpiperazines Substituted pyrroles Benzenoids Tertiary carboxylic acid amides Pyrrolidines Heteroaromatic compounds Lactams Secondary carboxylic acid amides Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - 3-alkylindole - Indole - Indole or derivatives - Dioxopiperazine - 2,5-dioxopiperazine - N-alkylpiperazine - 1,4-diazinane - Piperazine - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Tertiary carboxylic acid amide - Pyrrolidine - Carboxamide group - Lactam - Secondary carboxylic acid amide - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: indoles - dipeptide - pyrrolopyrazine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

K562 (73714 Activities)

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A2780 (11979 Activities)

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HeLa (62764 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

Discover Target: ABCG2

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Objetivos asociados (no humanos)

Artemia salina (1320 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Bacillus subtilis (32866 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Candida albicans (78123 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• DMSO (mg/ml) Solubilidad máxima: 57
• DMSO (mM) Solubilidad máxima: 201.178837398087
• Agua (mg/ml) Solubilidad máxima: ＜1
• Peso molecular: 283.320 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 283.132 Da
• Monoisotopic Mass: 283.132 Da
• Topological Polar Surface Area: 65.200 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 453.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Huiwen Zhang, Chen Sun, Qing Xia, Peihai Li, Kechun Liu, Yun Zhang.  (2024)  Brevianamide F Exerts Antithrombotic Effects by Modulating the MAPK Signaling Pathway and Coagulation Cascade.  Marine Drugs,  22  (10): (439).  [PMID:39452847] [10.3390/md22100439]