1-Hexadecyl Lysophosphatidic Acid - ≥98% , CAS No.52603-03-9

CAS: 52603-03-9 Cat. No.: H353394 Molecular Weight: 396.5

GRADE & PURITY ≥98%

Synonyms

(2R)-3-(hexadecyloxy)-2-hydroxypropyl dihydrogen phosphate | 1-hexadecyl-sn-glycerol 3-phosphate | HY-W127502 | XLVRFPVHQPHXAA-LJQANCHMSA-N | CHEBI:63818 | SR-01000946339 | SR-01000946339-1 | 1-Hexadecyl-sn-glyceryl-3-phosphate | PA(O-16:0/0:0) | EX-A7245

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

1-Hexadecyl Lysophosphatidic Acid is an ether analog of lysophosphatidic acid (LPA) containing a hexadecyl group at the sn-1 position. LPA binds to five different G protein-coupled receptors to mediate a variety of biological responses including cell proliferation, smooth muscle contraction, platelet aggregation, neurite retraction, and cell motility.

Specifications

Synonyms

(2R)-3-(hexadecyloxy)-2-hydroxypropyl dihydrogen phosphate | 1-hexadecyl-sn-glycerol 3-phosphate | HY-W127502 | XLVRFPVHQPHXAA-LJQANCHMSA-N | CHEBI:63818 | SR-01000946339 | SR-01000946339-1 | 1-Hexadecyl-sn-glyceryl-3-phosphate | PA(O-16:0/0:0) | EX-A7245

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCOCC(COP(=O)(O)O)O
• IUPAC Name: [(2R)-3-hexadecoxy-2-hydroxypropyl] dihydrogen phosphate
• InChIKey: XLVRFPVHQPHXAA-LJQANCHMSA-N
• INCHI: 1S/C19H41O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h19-20H,2-18H2,1H3,(H2,21,22,23)/t19-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)O)O
• Molecular Weight: 396.5
• Reaxy-Rn: 4812758
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4812758&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphates
• Intermediate Tree Nodes: Not available
• Direct Parent: Monoalkylglycerophosphates
• Alternative Parents: Monoalkyl phosphates Glycerol ethers Secondary alcohols Dialkyl ethers Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Monoalkylglycerophosphate - Monoalkyl phosphate - Glycerol ether - Alkyl phosphate - Phosphoric acid ester - Organic phosphoric acid derivative - Secondary alcohol - Ether - Dialkyl ether - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as monoalkylglycerophosphates. These are compounds containing glycerophosphate moiety attached to an fatty acyl chain through an ether bond.
• External Descriptors: Monoalkylglycerophosphates

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in ethanol (~30 mg/ml), DMF (~30 mg/ml), DMSO (~25 mg/ml), ethanol: PBS (pH 7.2, 1:1) (~0.5 mg/ml), and water (0.5 mg/ml at 25° C).
• Refractive Index: n20D1.48 (Predicted)
• Boil Point(°C): ~538.6° C at 760 mmHg (Predicted)
• Melt Point(°C): 90.27° C (Predicted)
• Molecular Weight: 396.500 g/mol
• XLogP3: 5.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 20
• Exact Mass: 396.264 Da
• Monoisotopic Mass: 396.264 Da
• Topological Polar Surface Area: 96.200 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 334.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1