PHOSPHATIDYL SERINE

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 Search

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

Molecular Formula	C42H82NO10P
Molecular Weight	792.0749
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3568613 | https://www.ncbi.nlm.nih.gov/pubmed/17665876

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

Title	Date	PubMed
Flow cytometry in analysis of cell cycle and apoptosis.	2001 Apr	11309699
A subfraction of the yeast endoplasmic reticulum associates with the plasma membrane and has a high capacity to synthesize lipids.	2001 Apr	11298754
Molecular consequences of activated microglia in the brain: overactivation induces apoptosis.	2001 Apr	11279274
Dipole potentials indicate restructuring of the membrane interface induced by gadolinium and beryllium ions.	2001 Apr	11259298
Purification and characterization of thiol-reagent-sensitive glycerol-3-phosphate acyltransferase from the membrane fraction of an oleaginous fungus.	2001 Apr 15	11284717
Apoptotic cell debris and phosphatidylserine-containing lipid vesicles induce apolipoprotein J (clusterin) gene expression in vital fibroblasts.	2001 Apr 15	11281639
Efficient gene transfer of VSV-G pseudotyped retroviral vector to human brain tumor.	2001 Feb	11313800
How do lipases and esterases work: the electrostatic contribution.	2001 Feb 13	11165360
Cholesterol favors phase separation of sphingomyelin.	2001 Feb 15	11254209
Involvement of p38 MAP Kinase in the inhibitory effects of phosphatidylserine liposomes on nitric oxide production from macrophages stimulated with LPS.	2001 Feb 2	11162622
Nuclear diacylglycerol kinase-theta is activated in response to alpha-thrombin.	2001 Jun 29	11309392
Brain and hippocampus fatty acid composition in phospholipid classes of aged-relative cognitive deficit rats.	2001 Mar	11334555
Schineria larvae gen. nov., sp. nov., isolated from the 1st and 2nd larval stages of Wohlfahrtia magnifica (Diptera: Sarcophagidae).	2001 Mar	11321085
Complement activation by apoptotic endothelial cells following hypoxia/reoxygenation.	2001 Mar	11298836
Purpurin-18 in combination with light leads to apoptosis or necrosis in HL60 leukemia cells.	2001 Mar	11281026
Apoptosis in refractory anaemia with ringed sideroblasts is initiated at the stem cell level and associated with increased activation of caspases.	2001 Mar	11260077
C2 domains from different Ca2+ signaling pathways display functional and mechanistic diversity.	2001 Mar 13	11258923
Characterization of phosphatidylserine transport to the locus of phosphatidylserine decarboxylase 2 in permeabilized yeast.	2001 Mar 9	11104779
Mechanism of action of anti-proliferative lysophospholipid analogues against the protozoan parasite Trypanosoma cruzi: potentiation of in vitro activity by the sterol biosynthesis inhibitor ketoconazole.	2001 May	11328763
Determination of substrate preference in phosphatidylserine decarboxylation by liquid chromatography-electrospray ionization mass spectrometry.	2001 May 1	11319827
Role of oxidative stress in the apoptotic cell death of cultured cerebellar granule neurons.	2001 May 1	11319773
Supravital exposure to propidium iodide identifies apoptosis on adherent cells.	2001 May 1	11309809
The use of prothrombin(S525C) labeled with fluorescein to directly study the inhibition of prothrombinase by antithrombin during prothrombin activation.	2001 May 25	11278943

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:40:30 UTC 2023` Edited by `admin` on `Sat Dec 16 11:40:30 UTC 2023`
Record UNII	394XK0IH40
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHOSPHATIDYL SERINE

Common Name

English

Phosphatidyl serine [WHO-DD]

Common Name

English

PHOSPHATIDYLSERINE [INCI]

Common Name

English

PHOSPHATIDYLSERINE

Official Name

English

PHOSPHOTIDYLSERINE [VANDF]

Common Name

English

PHOSPHATIDYLSERINE [VANDF]

Common Name

English

PHOSPHOTIDYLSERINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C68340