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N0912

NAEPA

Name: NAEPA
Brand: SIGMA

≥98 (TLC), solid

Synonym(s):

(Z)-N-[2-(Phosphonooxy)ethyl]-9-octadecenamide

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₄₀NO₅P

CAS Number:

24435-25-4

Molecular Weight:

405.51

NACRES:

NA.77

PubChem Substance ID:

329818471

UNSPSC Code:

12352200

MDL number:

MFCD06798344

Assay:

≥98% (TLC)

Form:

solid

Quality level:

100

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Properties

Quality Level

100

assay

≥98% (TLC)

form

solid

color

white

mp

75.8-84.0 °C

solubility

DMSO: soluble 28 mg/mL, H₂O: soluble

storage temp.

2-8°C

SMILES string

CCCCCCCC\C=C\CCCCCCCC(=O)NCCOP(O)(O)=O

InChI

1S/C20H40NO5P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(22)21-18-19-26-27(23,24)25/h9-10H,2-8,11-19H2,1H3,(H,21,22)(H2,23,24,25)/b10-9+

InChI key

BCSUWOZFWWBYSX-MDZDMXLPSA-N

Description

Biochem/physiol Actions

Selective lysophosphatidic acid-1 (LPA1) receptor agonist; LPA mimetic

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

084K4629

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Lysophosphatidic acid stimulates prostaglandin E2 production in cultured stromal endometrial cells through LPA1 receptor.

Izabela Woclawek-Potocka et al.

Experimental biology and medicine (Maywood, N.J.), 234(8), 986-993 (2009-06-06)

Lysophosphatidic acid (LPA) has been shown to be a potent modulator of prostaglandin (PG) secretion during the luteal phase of the estrous cycle in the bovine endometrium in vivo. The aims of the present study were to determine the cell

Lysophosphatidic acid and amitriptyline signal through LPA1R to reduce P-glycoprotein transport at the blood-brain barrier.

David B Banks et al.

Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 38(5), 857-868 (2017-04-28)

The blood-brain barrier is a microvascular network that (1) provides neuroprotection from metabolic and environmental toxins and (2) limits the delivery of therapeutics to the central nervous system (CNS). The ATP-binding cassette transporter P-glycoprotein contributes to the latter by actively

Global Trade Item Number

SKU	GTIN
N0912-25MG	04061833273029
N0912-5MG	04061833273036