Page last updated: 2024-11-12

protectin d1

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

protectin D1: a docosahexaenoic acid-derived docosatriene protects human retinal pigment epithelial cells from oxidative stress; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

protectin D1 : A dihydroxydocosahexaenoic acid that is (4Z,7Z,11E,13E,15Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10R,17S-stereoisomer). Protectin D1 is one of the specialised proresolving mediators. When produced in neural tissues, it is called neuroprotectin D1 [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID16042541
CHEMBL ID3234407
CHEBI ID138655
SCHEMBL ID4160957
MeSH IDM0468896

Synonyms (28)

Synonym
PD1 ,
660430-03-5
10r,17s-dihydroxy-docosa-4z,7z,11e,13e,15z,19z-hexaenoic acid
neuroprotectin d1
protectin d1
CHEBI:138655
npd1
(n)pd1
(neuro)protectin d1
(4z,7z,10r,11e,13e,15z,17s,19z)-10,17-dihydroxydocosa-4,7,11,13,15,19-hexaenoic acid
(4z,7z,10r,11e,13e,15z,17s,19z)-10,17-dihydroxydocosahexaenoic acid
10(r),17(s)-dihydroxydocosa-4z,7z,11e,13e,15z,19z-hexaenoic acid
CHEMBL3234407
SCHEMBL4160957
10r,17s-dihydroxy-4z,7z,11e,13e,15z,19z-docosahexaenoic acid
LMFA04040001
10r,17s-dihydroxy-docosa-4z,7z,11e,13e,15z,19z-hexaenoate
p3fx063kli ,
npd-1
Q18345077
(4z,7z,10r,11e,13e,15z,17s,19z) 10,17-dihydroxy-docosa-4,7,11,13,15,19-hexaenoic acid
4,7,11,13,15,19-docosahexaenoic acid, 10,17-dihydroxy-, (4z,7z,10r,11e,13e,15z,17s,19z)-
ap-001
4,7,11,13,15,19-docosahexaenoic acid, 10,17-dihydroxy-,(4z,7z,11e,13e,15z,17s,19z)-
HY-130413
CS-0107663
DTXSID101031663
AKOS040755787

Research Excerpts

Overview

Neuroprotectin D1 (NPD1) is an anti-inflammatory and proresolving lipid mediator biosynthesized from the omega-3-polyunsaturated fatty acid docosahexaenoic acid (DHA)

ExcerptReferenceRelevance
"Protectin D1 is a specialized pro-resolving mediator with potent pro-resolving and anti-inflammatory effects in vivo in several human disease models. "( Synthesis of protectin D1 analogs: novel pro-resolution and radiotracer agents.
Aursnes, M; Colas, RA; Hansen, TV; Nuruddin, S; Olberg, DE; Ramon, S; Serhan, CN; Tungen, JE; Willoch, F, 2018
)
2.29
"Neuroprotectin D1 (NPD1) is an anti-inflammatory and proresolving lipid mediator biosynthesized from the omega-3-polyunsaturated fatty acid docosahexaenoic acid (DHA). "( Neuroprotectin D1 reduces the severity of herpes simplex virus-induced corneal immunopathology.
Gjorstrup, P; Mulik, S; Rajasagi, NK; Reddy, PB; Rouse, BT, 2013
)
1.42
"Protectin D1 (PD1) is a bioactive product generated from docosahexaenoic acid, which may exert anti-inflammatory effects in various inflammatory diseases. "( Protectin D1 reduces concanavalin A-induced liver injury by inhibiting NF-κB-mediated CX3CL1/CX3CR1 axis and NLR family, pyrin domain containing 3 inflammasome activation.
Liu, J; Meng, S; Ren, J; Yan, B; Yu, J, 2016
)
3.32
"Neuroprotectin D1 (NPD1) is a stereoselective mediator derived from the omega-3 essential fatty acid docosahexaenoic acid (DHA) with potent inflammatory resolving and neuroprotective bioactivity. "( Docosahexaenoic acid-derived neuroprotectin D1 induces neuronal survival via secretase- and PPARγ-mediated mechanisms in Alzheimer's disease models.
Bazan, NG; Calon, F; Julien, C; Lukiw, WJ; Petasis, NA; Winkler, JW; Zhao, Y, 2011
)
1.16
"Protectin D1 (PD1) is an anti-inflammatory and proresolving lipid mediator biosynthesized from the omega-3 fatty acid docosahexaenoic acid (DHA). "( Dysregulated synthesis of protectin D1 in eosinophils from patients with severe asthma.
Arai, H; Arita, M; Asano, K; Betsuyaku, T; Fukunaga, K; Isobe, Y; Iwamoto, R; Miyata, J; Niimi, K; Oguma, T; Sayama, K; Suzuki, Y; Takamiya, R; Takihara, T; Tomomatsu, K, 2013
)
2.13

Actions

Neuroprotectin D1 (NPD1) displays neuroprotection in cells undergoing proteotoxic and oxidative stress. NeuroprotectinD1 displays potent anti-inflammatory and neuroprotective bioactivity.

ExcerptReferenceRelevance
"Neuroprotectin D1 (NPD1) displays neuroprotection in cells undergoing proteotoxic and oxidative stress."( The Docosanoid Neuroprotectin D1 Induces TH-Positive Neuronal Survival in a Cellular Model of Parkinson's Disease.
Bazan, NG; Calandria, JM; Sharp, MW, 2015
)
1.2
"Neuroprotectin D1 displays potent anti-inflammatory and neuroprotective bioactivity."( Omega-3 fatty acids, pro-inflammatory signaling and neuroprotection.
Bazan, NG, 2007
)
0.79

Dosage Studied

ExcerptRelevanceReference
" The Fat-1 mice had a shift to the right in the dose-response relationship for methacholine induced bronchoconstriction with a significant increase in the log ED200."( Fat-1 transgenic mice with elevated omega-3 fatty acids are protected from allergic airway responses.
Bilal, S; Haworth, O; Kang, JX; Levy, BD; Weylandt, KH; Wu, L, 2011
)
0.37
" Molecular targets of NPD1 and RvD1 are defined by following dose-response and therapeutic window."( NPD1 Plus RvD1 Mediated Ischemic Stroke Penumbra Protection Increases Expression of Pro-homeostatic Microglial and Astrocyte Genes.
Andrew, G; Bazan, NG; Belayev, L; Habeb, BF; Ji, JX; Kautzmann, MI; Khoutorova, L; Mukherjee, PK; Obenaus, A; Oria, RB; Reid, MM; Roque, CR, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (7)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
neuroprotective agentAny compound that can be used for the treatment of neurodegenerative disorders.
PPARgamma agonistA PPAR modulator which activates the peroxisome proliferator-activated receptor-gamma.
apoptosis inhibitorAny substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
hepatoprotective agentAny compound that is able to prevent damage to the liver.
human xenobiotic metaboliteAny human metabolite produced by metabolism of a xenobiotic compound in humans.
specialised pro-resolving mediatorA class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
dihydroxydocosahexaenoic acidA docosanoid that consists of any docosahexaenoic acid carrying two hydroxy substituents at unspecified positions.
secondary allylic alcoholAn allylic alcohol in which the carbon atom that links the double bond to the hydroxy group is also attached to one other carbon and one hydrogen.
protectin
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (7)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Biosynthesis of specialized proresolving mediators (SPMs)13107
Biosynthesis of DHA-derived SPMs1156
Biosynthesis of protectins214
Docosahexaenoic acid oxylipin metabolism036
Pro-survival signaling of neuroprotectin D1161

Bioassays (38)

Assay IDTitleYearJournalArticle
AID1128856Pro-resolving activity in human macrophages assessed as increase of phagocytosis of fluorescence-labeled yeast cell wall particles at 100 nM to 10 pM preincubated for 15 mins measured after 60 mins2014Journal of natural products, Apr-25, Volume: 77, Issue:4
Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions.
AID1165780Anti-inflammatory activity in FVB mouse with zymosan-induced sterile peritonitis assessed as reduction in TXB2 in peritoneal inflammatory exudates at 10 ng, ip dosed 10 mins before zymosan challenge by LC-MS/MS based targeted lipid mediator metabololipido2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1617036Half life in human HepG2 cells at 13 uM by LC-MS/MS analysis
AID1617042Drug metabolism in human HepG2 cells assessed as omega-hydroxylated dinor-NPD1 formation at 13 uM incubated for 4 hrs by RP-HPLC/MS analysis
AID1165777Anti-inflammatory activity in FVB mouse with zymosan-induced sterile peritonitis assessed as reduction in PMN infiltration in peritoneal inflammatory exudates at 10 ng, ip measured at 4 hrs dosed 10 mins before zymosan challenge by light microscopy and fl2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1165778Anti-inflammatory activity in FVB mouse with zymosan-induced sterile peritonitis assessed as reduction in PGD2 in peritoneal inflammatory exudates at 10 ng, ip dosed 10 mins before zymosan challenge by LC-MS/MS based targeted lipid mediator metabololipido2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1165779Anti-inflammatory activity in FVB mouse with zymosan-induced sterile peritonitis assessed as reduction in PGF2alpha in peritoneal inflammatory exudates at 10 ng, ip dosed 10 mins before zymosan challenge by LC-MS/MS based targeted lipid mediator metabolol2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1617048Drug excretion in healthy human urine assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation by LC-MS/MS analysis
AID1617040Drug metabolism in human HepG2 cells assessed as Tmax for 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 2.6 uM by LC-MS/MS analysis
AID1617027Drug metabolism in human HepG2 cells assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation at 13 uM after 30 mins by LC-MS/MS analysis
AID1165783Inhibition of LTB4-induced cell adhesion to fibronectin in human primary PMN at 0.1 to 10 nM pre-incubated for 10 mins followed by LTB4 stimulation by flow cytometry2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1617033Drug metabolism in human HepG2 cells assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 13 uM after 24 hrs by LC-MS/MS analysis relative to baseline
AID1617030Drug metabolism in human HepG2 cells assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation at 13 uM up to 8 hrs by LC-MS/MS analysis
AID1617041Drug metabolism in human HepG2 cells assessed as hexanor-NPD1 formation at 13 uM incubated for 4 hrs by RP-HPLC/MS analysis
AID1617029Drug metabolism in human HepG2 cells assessed as parent compound remaining level at 13 uM after 24 hrs by LC-MS/MS analysis relative to control
AID1617038Half life in human HepG2 cells at 0.52 uM by LC-MS/MS analysis
AID1617026Drug metabolism in human HepG2 cells treated with 13 uM Protectin-D1 assessed as compound formation incubated for 4 hrs by by tandem mass spectrometric analysis
AID1617035Drug metabolism in human HepG2 cells at 0.52 uM measured at 30 mins by LC-MS/MS analysis
AID1617039Drug metabolism in human HepG2 cells assessed as Tmax for 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 0.52 uM by LC-MS/MS analysis
AID1128855Antiinflammatory activity in mouse assessed as reduction of zymosan-induced neutrophil recruitment during peritonitis at 10 ng, iv administered 5 mins before zymosan challenge measured after 4 hrs by light microscopy/flow cytometry2014Journal of natural products, Apr-25, Volume: 77, Issue:4
Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions.
AID1128857Pro-resolving activity in human macrophages assessed as increase of phagocytosis of bisbenzimide-labeled apoptotic neutrophils at 100 nM to 10 pM preincubated for 15 mins measured after 60 mins2014Journal of natural products, Apr-25, Volume: 77, Issue:4
Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions.
AID1617024Drug metabolism in human HepG2 cells assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation at 13 uM incubated for 4 hrs by tandem mass spectrometric analysis
AID1617037Half life in human HepG2 cells at 2.6 uM by LC-MS/MS analysis
AID1617019Drug metabolism in human HepG2 cells assessed as 22-OH-NPD1 formation at 13 uM incubated for 4 hrs by RP-HPLC/MS analysis
AID1128854Antiinflammatory activity in mouse assessed as reduction of zymosan-induced number of neutrophils recovered from peritoneal exudates at 10 ng, iv administered 5 mins before zymosan challenge measured after 4 hrs by light microscopy/flow cytometry2014Journal of natural products, Apr-25, Volume: 77, Issue:4
Total synthesis of the lipid mediator PD1n-3 DPA: configurational assignments and anti-inflammatory and pro-resolving actions.
AID1617023Drug metabolism in human HepG2 cells assessed as 22-OH-NPD1 formation at 13 uM incubated for 4 hrs by tandem mass spectrometric analysis
AID1617021Drug metabolism in human HepG2 cells assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 13 uM incubated for 4 hrs by RP-HPLC/MS analysis
AID1617045Drug level in healthy human urine assessed as drug recovery at 50 ng measured up to 24 hrs at room temperature in presence of BHT by LC-MS/MS analysis
AID1617047Drug excretion in healthy human urine assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation by LC-MS/MS analysis
AID1617032Drug metabolism in human HepG2 cells assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 13 uM after 24 hrs by LC-MS/MS analysis
AID1617025Drug metabolism in human HepG2 cells assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 13 uM incubated for 4 hrs by tandem mass spectrometric analysis
AID1617028Drug metabolism in human HepG2 cells assessed as 3Z,6R,7E,9E,11Z,13S,15Z)-6,13-Dihydroxyoctadeca-3,7,9,11,15-pentaenoic Acid formation at 13 uM after 30 mins by LC-MS/MS analysis
AID1617046Drug excretion in healthy human urine by LC-MS/MS analysis
AID1617031Drug metabolism in human HepG2 cells assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation at 13 uM after 24 hrs by LC-MS/MS analysis
AID1617020Drug metabolism in human HepG2 cells assessed as (5Z,8R,9E,11E,13Z,15S,17Z)-8,15-Dihydroxyicosa-5,9,11,13,17-pentaenoic Acid formation at 13 uM incubated for 4 hrs by RP-HPLC/MS analysis
AID1165781Inhibition of LTB4-induced chemotaxis of human primary PMN at 0.01 to 100 nM pre-incubated for 10 mins followed by LTB4 stimulation by flow cytometry2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1165782Inhibition of IL8-induced chemotaxis of human primary PMN at 0.01 to 100 nM pre-incubated for 10 mins followed by IL8 stimulation by flow cytometry2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Synthesis and anti-inflammatory and pro-resolving activities of 22-OH-PD1, a monohydroxylated metabolite of protectin D1.
AID1617049Inhibition of LTB4-induced chemotaxis in human polymorphonuclear leukocytes incubated for 90 mins by Diff-Quick staining based densitometric analysis
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (143)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's36 (25.17)29.6817
2010's81 (56.64)24.3611
2020's26 (18.18)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.36

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.36 (24.57)
Research Supply Index5.01 (2.92)
Research Growth Index4.72 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.68%)5.53%
Reviews38 (25.68%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other109 (73.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]