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
Thyroxine signal transduction in liver cells involves phospholipase C and phospholipase D activation. Genomic independent action of thyroid hormone.	2001	11312999
Molecular consequences of activated microglia in the brain: overactivation induces apoptosis.	2001 Apr	11279274
Involvement of phosphatidylserine exposure in the recognition and phagocytosis of uremic erythrocytes.	2001 Apr	11273881
In vitro study of monocyte viability during the initial adhesion to albumin- and fibrinogen-coated surfaces.	2001 Apr	11246951
The role of intracellular Ca(2+) in apoptosis induced by hyperthermia and its enhancement by verapamil in U937 cells.	2001 Apr 1	11286845
Plasma glucosylceramide deficiency as potential risk factor for venous thrombosis and modulator of anticoagulant protein C pathway.	2001 Apr 1	11264150
Pulmonary surfactant protein SP-B is significantly more immunoreactive in anionic than in zwitterionic bilayers.	2001 Apr 13	11311247
CD99 signals caspase-independent T cell death.	2001 Apr 15	11290771
Apoptotic cell debris and phosphatidylserine-containing lipid vesicles induce apolipoprotein J (clusterin) gene expression in vital fibroblasts.	2001 Apr 15	11281639
Mechanisms underlying neuronal death induced by chromogranin A-activated microglia.	2001 Apr 20	11124958
Domain formation in a fluid mixed lipid bilayer modulated through binding of the C2 protein motif.	2001 Apr 3	11300799
Efficient gene transfer of VSV-G pseudotyped retroviral vector to human brain tumor.	2001 Feb	11313800
Early stages of p53-induced apoptosis are reversible.	2001 Feb	11313720
Detection of individual phospholipids in lipid mixtures by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry: phosphatidylcholine prevents the detection of further species.	2001 Feb 15	11161314
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
Selective protein interactions with phosphatidylserine containing liposomes alter the steric stabilization properties of poly(ethylene glycol).	2001 Feb 9	11342147
The influence of lipid composition and divalent cations on annexin V binding to phospholipid mixtures.	2001 Jan	11314866
Modulation of apoptosis by procaspase-2 short isoform: selective inhibition of chromatin condensation, apoptotic body formation and phosphatidylserine externalization.	2001 Jan 11	11313953
Identification of novel membrane-bound phospholipase D from Streptoverticillium cinnamoneum, possessing only hydrolytic activity.	2001 Jan 15	11341956
Role of ceramide in mediating the inhibition of telomerase activity in A549 human lung adenocarcinoma cells.	2001 Jul 6	11335714
Enhancement of transport-dependent decarboxylation of phosphatidylserine by S100B protein in permeabilized Chinese hamster ovary cells.	2001 Jun 29	11320095
Incorporation of 1-(14)C linoleic acid in rat liver nuclei and chromatin fractions.	2001 Mar	11311857
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
Characterization of phosphatidylserine transport to the locus of phosphatidylserine decarboxylase 2 in permeabilized yeast.	2001 Mar 9	11104779
Characterization of calcitonin-containing liposome formulations for intranasal delivery.	2001 Mar-Apr	11253938
Role of oxidative stress in the apoptotic cell death of cultured cerebellar granule neurons.	2001 May 1	11319773
Oncosis is associated with exposure of phosphatidylserine residues on the outside layer of the plasma membrane: a reconsideration of the specificity of the annexin V/propidium iodide assay.	2001 May 1	11309810

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 11:40:30 GMT 2023` Edited by `admin` on `Sat Dec 16 11:40:30 GMT 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