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

CAS: 1104874-94-3 Cat. No.: D420603 Molecular Weight: 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

Overview

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

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

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

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.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Product Properties

• ALogP: 2.914
• hba_count: 3
• HBD Count: 2
• Rotatable Bond: 9

Names and Identifiers

• Canonical Smiles: 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
• Isomeric SMILES: CCCCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)OC
• Molecular Weight: 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
    • Class 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
• Class: 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
• Description: 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

Chemical and Physical Properties

• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 340.878101990728
• Water(mg / mL) Max Solubility: 100
• Water(mM) Max Solubility: 340.878101990728
• Molecular Weight: 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