U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C44H84NO8P
Molecular Weight 786.1134
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

InChIKey=SNKAWJBJQDLSFF-NVKMUCNASA-N
InChI=1S/C44H84NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1

HIDE SMILES / InChI

Molecular Formula C44H84NO8P
Molecular Weight 786.1134
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 2
Optical Activity UNSPECIFIED

1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE is a glycerophosphocholine lipid molecule also known as dioleoyl lecithin. It is considered to be practically insoluble in water and acidic. Formerly, it was used in liposome studies and biological systems research.

Approval Year

PubMed

PubMed

TitleDatePubMed
The ionic structure of lecithin monolayers.
1967 May
Effect of liposomes on lymphocytes: induction of proliferation of B lymphocytes and potentiation of the cytotoxic response of T lymphocytes to alloantigens.
1986 Jun
Evaluation of the thermal coefficient of the resistance to fluorophore rotation in model membranes.
1989 Jun
Direct cerebrospinal fluid delivery of an antiretroviral agent using multivesicular liposomes.
1990 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:52:37 GMT 2023
Edited
by admin
on Fri Dec 15 15:52:37 GMT 2023
Record UNII
H026DM5V6U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
II  
Common Name English
DIOLEOYL PHOSPHATIDYLCHOLINE, R-
Common Name English
PC(18:1(9Z)/18:1(9Z))
Common Name English
DIOLEOYL LECITHIN
Common Name English
1,2-DI-(9Z-OCTADECENOYL)-SN-GLYCERO-3-PHOSPHOCHOLINE
Common Name English
DOPC, R-
Common Name English
DOPC
Common Name English
DIOLEOYL PHOSPHATIDYLCHOLINE, L-
Common Name English
1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE [II]
Common Name English
DOPC, L-
Common Name English
Code System Code Type Description
CAS
4235-95-4
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
PUBCHEM
10350317
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
CHEBI
52360
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID101274283
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
DAILYMED
H026DM5V6U
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
ECHA (EC/EINECS)
224-193-8
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
FDA UNII
H026DM5V6U
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
CHEBI
60428
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY
RXCUI
1424656
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY RxNorm
CHEBI
74669
Created by admin on Fri Dec 15 15:52:37 GMT 2023 , Edited by admin on Fri Dec 15 15:52:37 GMT 2023
PRIMARY