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Merck
CN

P7340

(±)-threo-1-Phenyl-2-decanoylamino-3-morpholino-1-propanol hydrochloride

Synonym(s):

(±)-threo-PDMP hydrochloride, PDMP hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H38N2O3·HCl
CAS Number:
80938-69-8
Molecular Weight:
427.02
NACRES:
NA.77
PubChem Substance ID:
24278649
UNSPSC Code:
12352200
MDL number:
MFCD00236490

Key Documents

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InChI

1S/C23H38N2O3.ClH/c1-2-3-4-5-6-7-11-14-22(26)24-21(19-25-15-17-28-18-16-25)23(27)20-12-9-8-10-13-20;/h8-10,12-13,21,23,27H,2-7,11,14-19H2,1H3,(H,24,26);1H/t21-,23-;/m1./s1

SMILES string

Cl.CCCCCCCCCC(=O)N[C@H](CN1CCOCC1)[C@H](O)c2ccccc2

InChI key

HVJHJOYQTSEKPK-BLDCTAJRSA-N

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Glucosylceramide synthase inhibitor; blocks formation of glucosylceramide from ceramide.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN0749
MKCJ9263
MKCF6612
MKCD6140
MKBV0799V

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Radin, et al.
Journal of Lipid Research, 26, 183-213 (1993)
J Inokuchi et al.
Journal of cellular physiology, 141(3), 573-583 (1989-12-01)
Incubating B16 melanoma cells with an inhibitor of glucosylceramide (GlcCer) synthetase, D-threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (D-threo-PDMP), led to a considerable decrease in the levels of GlcCer and lactosylceramide (LacCer). The content of ganglioside GM3 was little affected, but the ability to bind a
Jorge F Haller et al.
Journal of lipid research, 55(3), 493-503 (2013-12-03)
ABCA12 mutations disrupt the skin barrier and cause harlequin ichthyosis. We previously showed Abca12(-/-) skin has increased glucosylceramide (GlcCer) and correspondingly lower amounts of ceramide (Cer). To examine why loss of ABCA12 leads to accumulation of GlcCer, de novo sphingolipid
A A Weber et al.
British journal of pharmacology, 123(5), 906-910 (1998-04-16)
1. The composition of glycosphingolipids is altered in atherosclerotic tissue. In order to study the possible modulation of interleukin-1beta (IL-1beta)-induced expression of inducible nitric oxide synthase (iNOS) by endogenously synthesized glycosphingolipids, we investigated rat aortic vascular smooth muscle cells (VSMC)

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