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

Details

Stereochemistry ABSOLUTE
Molecular Formula C42H82NO10P
Molecular Weight 792.0749
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHOSPHATIDYL SERINE

SMILES

CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC

InChI

InChIKey=TZCPCKNHXULUIY-RGULYWFUSA-N
InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39+/m1/s1

HIDE SMILES / InChI
DB00144 (1-propionyl-2-butyl phosphatidylserine) is a phosphatidylserine derivative. It consists of a propionic and butyric acid residues attached in ester linkage to the first and second carbon of glycerol and serine attached through a phosphodiester linkage to the third carbon of the glycerol. DB00144 is not found in natural sources of phosphatidylserine, which contain fatty acids with a length of 20-22 carbon atoms. DB00144 was detected as one of the cellular metabolites in murine myocardium.

Approval Year

PubMed

PubMed

TitleDatePubMed
Thyroxine signal transduction in liver cells involves phospholipase C and phospholipase D activation. Genomic independent action of thyroid hormone.
2001
Flow cytometry in analysis of cell cycle and apoptosis.
2001 Apr
Molecular consequences of activated microglia in the brain: overactivation induces apoptosis.
2001 Apr
Dipole potentials indicate restructuring of the membrane interface induced by gadolinium and beryllium ions.
2001 Apr
Pulmonary surfactant protein SP-B is significantly more immunoreactive in anionic than in zwitterionic bilayers.
2001 Apr 13
Apoptotic cell debris and phosphatidylserine-containing lipid vesicles induce apolipoprotein J (clusterin) gene expression in vital fibroblasts.
2001 Apr 15
How do lipases and esterases work: the electrostatic contribution.
2001 Feb 13
Cholesterol favors phase separation of sphingomyelin.
2001 Feb 15
Selective protein interactions with phosphatidylserine containing liposomes alter the steric stabilization properties of poly(ethylene glycol).
2001 Feb 9
Modulation of apoptosis by procaspase-2 short isoform: selective inhibition of chromatin condensation, apoptotic body formation and phosphatidylserine externalization.
2001 Jan 11
Identification of novel membrane-bound phospholipase D from Streptoverticillium cinnamoneum, possessing only hydrolytic activity.
2001 Jan 15
Role of ceramide in mediating the inhibition of telomerase activity in A549 human lung adenocarcinoma cells.
2001 Jul 6
Role of hydrophobic residues in the C1b domain of protein kinase C delta on ligand and phospholipid interactions.
2001 Jun 1
Physical properties of erythrocyte ghosts that determine susceptibility to secretory phospholipase A2.
2001 Jun 22
Enhancement of transport-dependent decarboxylation of phosphatidylserine by S100B protein in permeabilized Chinese hamster ovary cells.
2001 Jun 29
Nuclear diacylglycerol kinase-theta is activated in response to alpha-thrombin.
2001 Jun 29
Brain and hippocampus fatty acid composition in phospholipid classes of aged-relative cognitive deficit rats.
2001 Mar
C2 domains from different Ca2+ signaling pathways display functional and mechanistic diversity.
2001 Mar 13
Phospholipids released from activated platelets improve platelet aggregation and endothelial cell migration.
2001 May
Patents
Name Type Language
PHOSPHATIDYL SERINE
WHO-DD  
Common Name English
Phosphatidyl serine [WHO-DD]
Common Name English
PHOSPHATIDYLSERINE [INCI]
Common Name English
PHOSPHATIDYLSERINE
INCI   VANDF  
INCI  
Official Name English
PHOSPHOTIDYLSERINE [VANDF]
Common Name English
PHOSPHATIDYLSERINE [VANDF]
Common Name English
PHOSPHOTIDYLSERINE
VANDF  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C68340
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
LOINC 49574-7
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
DSLD 91 (Number of products:644)
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
Code System Code Type Description
FDA UNII
394XK0IH40
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
SMS_ID
100000091761
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
223
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
CAS
1446756-47-3
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
DAILYMED
394XK0IH40
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
WIKIPEDIA
PHOSPHATIDYLSERINE
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
NCI_THESAURUS
C68417
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY NCIT
RXCUI
89959
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY RxNorm
DRUG BANK
DB00144
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
PUBCHEM
9547096
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
EVMPD
SUB14848MIG
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
197
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY
CHEBI
18303
Created by admin on Sat Dec 16 11:40:30 GMT 2023 , Edited by admin on Sat Dec 16 11:40:30 GMT 2023
PRIMARY