D- erythro MAPP - Moligand™, ≥98% , CAS No.143492-38-0

CAS: 143492-38-0 Cat. No.: D275781 Molecular Weight: 361.6

GRADE & PURITY Moligand™, ≥98%

Synonyms

HMS1791G10 | CBiol_001751 | AKOS032947300 | BCBcMAP01_000155 | KBio2_005264 | GTPL8817 | Tetradecanamide, N-(2-hydroxy-1-methyl-2-phenylethyl)-, (R*,S*)-(+-)- | BDBM24709 | D-e-MAPP | HMS1989G10 | BSPBio_001408 | (R*,S*)-(+-)-N-(2-Hydroxy-1-methyl-2-pheny

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.

Specifications

Synonyms

HMS1791G10 | CBiol_001751 | AKOS032947300 | BCBcMAP01_000155 | KBio2_005264 | GTPL8817 | Tetradecanamide, N-(2-hydroxy-1-methyl-2-phenylethyl)-, (R*, S*)-(+-)- | BDBM24709 | D-e-MAPP | HMS1989G10 | BSPBio_001408 | (R*, S*)-(+-)-N-(2-Hydroxy-1-methyl-2-pheny

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Specific inhibitor of alkaline ceramidase (IC 50 = 1 μM). Elevates endogenous ceramide leading to growth suppression and cell cycle arrest. Inhibits acid ceramidase (IC 50 = 500 μM). Cell-permeable. Active in vitro .

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCC(=O)NC(C)C(C1=CC=CC=C1)O
• IUPAC Name: N-[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]tetradecanamide
• InChIKey: YLAZEWZHIRBZDA-NFBKMPQASA-N
• INCHI: 1S/C23H39NO2/c1-3-4-5-6-7-8-9-10-11-12-16-19-22(25)24-20(2)23(26)21-17-14-13-15-18-21/h13-15,17-18,20,23,26H,3-12,16,19H2,1-2H3,(H,24,25)/t20-,23-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCC(=O)N[C@H](C)[C@H](C1=CC=CC=C1)O
• Molecular Weight: 361.6
• Reaxy-Rn: 13686583
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13686583&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylpropanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylpropanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpropanes
• Alternative Parents: Secondary alcohols Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylpropane - Secondary alcohol - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid derivative - Carboximidic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Aromatic alcohol - Organooxygen compound - Organonitrogen compound - Alcohol - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
• 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

Associated Targets(Human)

ACER2 Tchem Alkaline ceramidase 2 (1 Activities)

Discover Target: ACER2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ASAH1 Tchem Acid ceramidase (1 Activities)

Discover Target: ASAH1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MCF7 (126967 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ASAH1 Tchem Acid ceramidase (411 Activities)

Discover Target: ASAH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ASAH2 Tchem Neutral ceramidase (95 Activities)

Discover Target: ASAH2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO to 50 mM and in ethanol to 50 mM
• Molecular Weight: 361.600 g/mol
• XLogP3: 7.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 361.298 Da
• Monoisotopic Mass: 361.298 Da
• Topological Polar Surface Area: 49.300 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 339.000
• 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