Defensamide (MHP) - 10mM in DMSO , CAS No.1104874-94-3

CAS: 1104874-94-3 Cat. No.: D420603 Formula: C₁₆H₂₃NO₄   Peso molecolare: 293.36

GRADE & PURITY 10mM in DMSO

Synonyms

ZB1539 | (S)-Methyl 2-(hexanamido)-3-(4-hydroxyphenyl)propanoate | (S)-methyl 2-hexanamido-3-(4-hydroxyphenyl)propanoate | MHP | Defensamide | s6512 | 1104874-94-3 | BCP29060 | BS-14361 | Q27270419 | N-Hexanoyltyrosine methyl ester | AKOS037648515 | 8GJP2

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Panoramica

Information

Defensamide (MHP) Defensamide (MHP) is an activator of sphingosine kinase (SPHK1) . It can modulate the innate epidermal immune response by potentiating SPHK1 activity and inducing cAMP production.

Targets

SPHK1

In vitro

Treatment with MHP directly activates SPHK1 and increases cellular S1P content in normal cultured human keratinocytes. MHP also stimulates CAMP production and enhances epidermal antimicrobial defense via the recently identified S1P-dependent mechanism. Defensamide (MHP) treatment also activates NF-κB which is assessed by nuclear translocation of NF-κB.

Specifications

Sinonimi

ZB1539 | (S)-Methyl 2-(hexanamido)-3-(4-hydroxyphenyl)propanoate | (S)-methyl 2-hexanamido-3-(4-hydroxyphenyl)propanoate | MHP | Defensamide | s6512 | 1104874-94-3 | BCP29060 | BS-14361 | Q27270419 | N-Hexanoyltyrosine methyl ester | AKOS037648515 | 8GJP2

Specifiche e purezza

10mM in DMSO

Meccanismi biochimici e fisiologici

Defensamide (MHP) is an activator of sphingosine kinase (SPHK1). It can modulate the innate epidermal immune response by potentiating SPHK1 activity and inducing cAMP production.

Condizioni di conservazione di stoccaggio

Store at -80°C

Spedito in

Dry ice packs + Cold packs

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Tipo di azione

ACTIVATOR

Proprietà del prodotto

• ALogP: 2.914
• hba_count: 3
• Conteggio HBD: 2
• Legame rotabile: 9

Nomi e identificatori

• Pubchem Sid: 528764268
• Sorrisi canonici: CCCCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)OC
• IUPAC Name: methyl (2S)-2-(hexanoylamino)-3-(4-hydroxyphenyl)propanoate
• InChIKey: GBTVWZMJUZJPBU-AWEZNQCLSA-N
• INCHI: 1S/C16H23NO4/c1-3-4-5-6-15(19)17-14(16(20)21-2)11-12-7-9-13(18)10-8-12/h7-10,14,18H,3-6,11H2,1-2H3,(H,17,19)/t14-/m0/s1
• Isomeri SMILES: CCCCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)OC
• Peso molecolare: 293.36
• Reaxy-Rn: 48134938
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48134938&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Tyrosine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Tyrosine and derivatives
• Alternative Parents: Phenylalanine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid esters Amphetamines and derivatives Fatty acid esters 1-hydroxy-2-unsubstituted benzenoids N-acyl amines Methyl esters Secondary carboxylic acid amides Monocarboxylic acids and derivatives Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Amphetamine or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Phenol - Benzenoid - N-acyl-amine - Fatty amide - Fatty acyl - Monocyclic benzene moiety - Methyl ester - Secondary carboxylic acid amide - Carboxylic acid ester - Carboxamide group - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

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

Proprietà chimiche e fisiche

• DMSO (mg/mL) Solubilità massima: 100
• DMSO (mM) Solubilità massima: 340.878101990728
• Acqua (mg/mL) Solubilità massima: 100
• Acqua (mM) Solubilità massima: 340.878101990728
• Peso molecolare: 293.360 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 293.163 Da
• Monoisotopic Mass: 293.163 Da
• Topological Polar Surface Area: 75.600 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 324.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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