L-A-PHOSPHATIDYLINOSITOL - 50% , CAS No.97281-52-2

CAS: 97281-52-2 Cat. No.: L196128 Molecular Weight: 867.1

GRADE & PURITY 50%

Synonyms

1,2-Diacyl-sn-glycero-3-phospho-(1-D-myo-inositol) | L-α-Phosphatidylinositol, from Glycine max(soybean)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

May contain phosphatidic acid and phosphatidyl ethanolamine

Specifications

Synonyms

1, 2-Diacyl-sn-glycero-3-phospho-(1-D-myo-inositol) | L-α-Phosphatidylinositol, from Glycine max(soybean)

Specifications & Purity

50%

Biochemical and Physiological Mechanisms

Phospholipid membrane component, precursor of inositol phosphates.Phospholipase C substrate. Phospholipid membrane component. Inositol phosphate precursor. Stimulates vascular Ca 2+ -dependent protease autolysis.

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.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCCCC
• IUPAC Name: [(2R)-3-[hydroxy-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate
• InChIKey: FQZQXPXKJFOAGE-KAEDGTSCSA-N
• INCHI: 1S/C45H87O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37,40-45,48-52H,3-36H2,1-2H3,(H,53,54)/t37-,40?,41-,42+,43-,44-,45?/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC1[C@@H]([C@H](C([C@H]([C@H]1O)O)O)O)O)OC(=O)CCCCCCCCCCCCCCCCC
• WGK Germany: 3
• Molecular Weight: 867.1
• Reaxy-Rn: 15651007
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15651007&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphoinositols
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylinositols
• Alternative Parents: Inositol phosphates Fatty acid esters Dialkyl phosphates Cyclohexanols Dicarboxylic acids and derivatives Carboxylic acid esters Polyols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Diacylglycerophosphoinositol - Inositol phosphate - Dialkyl phosphate - Fatty acid ester - Cyclohexanol - Fatty acyl - Alkyl phosphate - Phosphoric acid ester - Organic phosphoric acid derivative - Dicarboxylic acid or derivatives - Cyclitol or derivatives - Cyclic alcohol - Secondary alcohol - Carboxylic acid ester - Polyol - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylinositols. These are glycerophosphoinositols where the glycerol is esterified with two fatty acids.
• External Descriptors: Not available

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

• Molecular Weight: 867.100 g/mol
• XLogP3: 12.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 42
• Exact Mass: 866.588 Da
• Monoisotopic Mass: 866.588 Da
• Topological Polar Surface Area: 210.000 Ų
• Heavy Atom Count: 59
• Formal Charge: 0
• Complexity: 1050.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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

References

1. Li Zhang, Shanxia Jin, Xiaofeng Guo, Yi Yu, Ping Zhou.  (2026)  Laser-induced photochemical click reaction enabling on-line tagging and detection of phosphatidylethanolamine by MALDI-mass spectrometry.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.116916]