d-threo-PDMP

Base Information

• Chemical Name: d-threo-PDMP
• CAS No.: 80938-69-8
• Molecular Formula: C23H38 N2 O3 . Cl H
• Molecular Weight: 427.02
• ChEMBL ID: CHEMBL1255585
• DSSTox Substance ID: DTXSID401017468

Synonyms:d-threo-PDMP;DL-threo-PDMP (hydrochloride);109836-82-0;80938-69-8;(+)-D-threo-PDMP (hydrochloride);139889-62-6;N-[(1R,2R)-1-hydroxy-3-morpholin-4-yl-1-phenylpropan-2-yl]decanamide;hydrochloride;N-[(1R,2R)-2-Hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-decanamide, monohydrochloride;SMR000326846;DL-threo-PDMP;(+/-)-threo-1-Phenyl-2-decanoylamino-3-morpholino-1-propanol hydrochloride;D-Threo-pdmp-HCl;MLS000859987;MLS002153295;BML3-D11;CHEMBL1255585;EX-A8002H;HVJHJOYQTSEKPK-BLDCTAJRSA-N;DTXSID401017468;D-THREO-1-PHENYL-2-DECANOYLAMINO-3-MORPHOLINO-1-PROPANOL HCL;AKOS040755898;HY-116392B;CS-0079722;J-002336;D-threo-1-Phenyl-2-decanoylamino-3-morpholino-1-propanol*HCl;N-((1R,2R)-1-hydroxy-3-morpholino-1-phenylpropan-2-yl)decanamide hydrochloride;Decanamide,N-[(1R,2R)-2-hydroxy-1-(4-morpholinylmethyl)-2-phenylethyl]-,hydrochloride(1:1),rel-

Chemical Property of d-threo-PDMP

Chemical Property:

• Vapor Pressure: 1.32E-15mmHg at 25°C
• Boiling Point: 607.4°C at 760 mmHg
• Flash Point: 321.2°C
• PSA: 61.80000
• LogP: 4.80850
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 426.2649208
• Heavy Atom Count: 29
• Complexity: 407

Purity/Quality:

98%,99%, ^*data from raw suppliers

DL-threo-PDMP ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)NC(CN1CCOCC1)C(C2=CC=CC=C2)O.Cl
• Isomeric SMILES: CCCCCCCCCC(=O)N[C@H](CN1CCOCC1)[C@@H](C2=CC=CC=C2)O.Cl
• Description: DL-threo PDMP is a mixture of ceramide analogs that contains two of the four possible stereoisomers of PDMP : D-threo-(1R,2R)-PDMP and L-threo-(1S,2S)-PDMP. DL-threo-PDMP inhibits glucosylceramide synthase by 33 and 48% in MDCK cell homogenates when used at concentrations of 5 and 10 μM. It reduces the synthesis of glucosylceramide, increases cellular ceramide, and induces cell cycle arrest in vitro. The ability to inhibit glucosylceramide synthase has been found to reside in the D-threo-(1R,2R) enantiomer. The D-threo-PDMP enantiomer is also responsible for inhibition of β-1,4-galactosyltransferase 6 and prevention of lactosylceramide synthesis, which is a promotor of neuroinflammation in mice during chronic experimental autoimmune encephalomyelitis (EAE), a model of multiple sclerosis. DL-threo-PDMP increases amyloid-β (1-42) (Aβ42) and Aβ39 production independent of ceramide metabolism via modulation of γ-secretase activity in HEK293 cells expressing the γ-secretase substrate SC100. [Matreya, LLC. Catalog No. 1719]
• Uses: DL-threo-PDMP can deplete cells and mice of their glucosphinolipids.

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