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N0912

Sigma-Aldrich

NAEPA

≥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
MDL number:
MFCD06798344
UNSPSC Code:
12352200
PubChem Substance ID:
329818471

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

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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

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