MedKoo Cat#: 563432 | Name: NAEPA
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NAEPA, also known as Oleoyl Ethanolamide Phosphate, is a selective lysophosphatidic acid-1 (LPA1) receptor agonist and a LPA mimetic.

Chemical Structure

NAEPA
NAEPA
CAS#24435-25-4

Theoretical Analysis

MedKoo Cat#: 563432

Name: NAEPA

CAS#: 24435-25-4

Chemical Formula: C20H40NO5P

Exact Mass: 405.2644

Molecular Weight: 405.51

Elemental Analysis: C, 59.24; H, 9.94; N, 3.45; O, 19.73; P, 7.64

Price and Availability

Size Price Availability Quantity
1mg USD 90.00 Ready to Ship
5mg USD 250.00 Ready to Ship
10mg USD 450.00 Ready to Ship
25mg USD 950.00 Ready to Ship
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Synonym
NAEPA; Oleoyl Ethanolamide Phosphate; Oleamide, N-(2-hydroxyethyl)-, dihydrogen phosphate.
IUPAC/Chemical Name
(Z)-N-[2-(Phosphonooxy)ethyl]-9-octadecenamide
InChi Key
BCSUWOZFWWBYSX-KTKRTIGZSA-N
InChi Code
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-
SMILES Code
CCCCCCCC/C=C\CCCCCCCC(NCCOP(O)(O)=O)=O
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 405.51 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Woclawek-Potocka I, Kondraciuk K, Skarzynski DJ. Lysophosphatidic acid stimulates prostaglandin E2 production in cultured stromal endometrial cells through LPA1 receptor. Exp Biol Med (Maywood). 2009 Aug;234(8):986-93. doi: 10.3181/0901-RM-36. Epub 2009 Jun 2. PubMed PMID: 19491366. 2: Sardar VM, Bautista DL, Fischer DJ, Yokoyama K, Nusser N, Virag T, Wang DA, Baker DL, Tigyi G, Parrill AL. Molecular basis for lysophosphatidic acid receptor antagonist selectivity. Biochim Biophys Acta. 2002 May 23;1582(1-3):309-17. Review. PubMed PMID: 12069842. 3: Yokoyama K, Baker DL, Virag T, Liliom K, Byun HS, Tigyi G, Bittman R. Stereochemical properties of lysophosphatidic acid receptor activation and metabolism. Biochim Biophys Acta. 2002 May 23;1582(1-3):295-308. Review. PubMed PMID: 12069841. 4: Lynch KR, Macdonald TL. Structure-activity relationships of lysophosphatidic acid analogs. Biochim Biophys Acta. 2002 May 23;1582(1-3):289-94. Review. PubMed PMID: 12069840.