1,2-dielaidoyl-sn-glycero-3-phosphoethanolamine - ≥99% , CAS No.19805-18-6

CAS: 19805-18-6 Cat. No.: D130472 Molecular Weight: 744.034

GRADE & PURITY ≥99%

Synonyms

19805-18-6|DOPE|1,2-Dielaidoyl-sn-gl|CZ5J6MT6H7|1,2-di-[(9E)-octadecenoyl]-sn-glycero-3-phosphoethanolamine|PE(18:1(9E)/18:1(9E))|Elaidin, 1,2-di-, 2-aminoethyl hydrogen phosphate, L-|1,2-Dielaidyl-sn-glycero-3-phosphorylethanolamine|1,2-di-(9E-octadeceno

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

19805-18-6 | DOPE | 1, 2-Dielaidoyl-sn-gl | CZ5J6MT6H7 | 1, 2-di-[(9E)-octadecenoyl]-sn-glycero-3-phosphoethanolamine | PE(18:1(9E)/18:1(9E)) | Elaidin, 1, 2-di-, 2-aminoethyl hydrogen phosphate, L- | 1, 2-Dielaidyl-sn-glycero-3-phosphorylethanolamine | 1, 2-di-(9E-octadeceno

Specifications & Purity

≥99%

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

≥99%

Names and Identifiers

• Canonical Smiles: CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC
• IUPAC Name: [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(E)-octadec-9-enoyl]oxypropyl] (E)-octadec-9-enoate
• InChIKey: MWRBNPKJOOWZPW-GPADLTIESA-N
• INCHI: 1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17+,20-18+/t39-/m1/s1
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C/CCCCCCCC
• Molecular Weight: 744.034
• Reaxy-Rn: 2343401
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2343401&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphoethanolamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylethanolamines
• Alternative Parents: Phosphoethanolamines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphoethanolamine - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
• External Descriptors: Diacylglycerophosphoethanolamines

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: 744.000 g/mol
• XLogP3: 10.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 41
• Exact Mass: 743.547 Da
• Monoisotopic Mass: 743.547 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 51
• Formal Charge: 0
• Complexity: 897.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Hui-Zhen Yang, Yue Hu, Jia-Jia Chen, Rui-Mo Zhao, Lin Pu, Xiao-Qi Yu, Ji Zhang.  (2023)  Nitric oxide/PDT combination therapy by the fluorescent self-reporting Co-delivery platforms.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.jddst.2023.105296]

2. Di Chuan, Rangrang Fan, Bo Chen, Yangmei Ren, Min Mu, Haifeng Chen, Bingwen Zou, Haohao Dong, Aiping Tong, Gang Guo.  (2023)  Lipid–Polymer Hybrid Nanoparticles with Both PD-L1 Knockdown and Mild Photothermal Effect for Tumor Photothermal Immunotherapy.  ACS Applied Materials & Interfaces,      [PMID:37605506] [10.1021/acsami.3c07648]

3. Dongliang Cheng, Zhiwei Wen, Hui Chen, Shiyuan Lin, Wei Zhang, Xin Tang, Wei Wu.  (2022)  Hepatocyte-targeting and tumor microenvironment-responsive liposomes for enhanced anti-hepatocarcinoma efficacy.  DRUG DELIVERY,      [PMID:36104946] [10.1080/10717544.2022.2122635]