CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: 1-O-palmitoyl-2-O-(5-oxovaleryl)-sn-glycero-3-phosphocholine
Accession: CHEBI:77890
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Definition: A 1,2-diacyl-sn-glycero-3-phosphocholine having palmitoyl and 5-oxovaleryl groups at the 1- and 2-positions respectively; major species at pH 7.3.
Synonyms: exact_synonym: (2R)-3-(hexadecanoyloxy)-2-[(5-oxopentanoyl)oxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
related_synonym: (2R)-2-[(5-oxopentanoyl)oxy]-3-(palmitoyloxy)propyl 2-(trimethylammonio)ethyl phosphate; 1-Palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine; 1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine; 1-hexadecanoyl-2-(5-oxopentanoyl)-sn-glycero-3-phosphocholine zwitterion; 1-hexadecanoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphocholine; Formula=C29H56NO9P; InChI=1S/C29H56NO9P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-28(32)36-25-27(39-29(33)21-18-19-23-31)26-38-40(34,35)37-24-22-30(2,3)4/h23,27H,5-22,24-26H2,1-4H3/t27-/m1/s1; InChIKey=RKIDALSACBQVTN-HHHXNRCGSA-N; PC(16:0/5:0(CHO)); POVPC; SMILES=CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=O
alt_id: MESH:C400184
xref: LIPID_MAPS_instance:LMGP20010005
xref_mesh: MESH:C400184
xref: PMID:16386258; PMID:16904371; PMID:22958747; PMID:23936132; PMID:24079413; PMID:24890951; Reaxys:15471652
cyclic_relationship: is_conjugate_base_of CHEBI:60319
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Agtr1a
angiotensin II receptor, type 1a
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of AGTR1 mRNA
CTD
PMID:16386258
NCBI chr17:34,173,446...34,226,892
Ensembl chr17:34,174,429...34,226,946
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Alox5
arachidonate 5-lipoxygenase
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of ALOX5 mRNA
CTD
PMID:16386258
NCBI chr 4:149,531,329...149,578,696
Ensembl chr 4:149,531,515...149,578,743
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Ccr2
C-C motif chemokine receptor 2
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of CCR2 mRNA
CTD
PMID:16386258
NCBI chr 8:123,734,465...123,742,483
Ensembl chr 8:123,734,430...123,742,100
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Cd68
Cd68 molecule
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of CD68 mRNA
CTD
PMID:16386258
NCBI chr10:54,381,814...54,383,693
Ensembl chr10:54,381,815...54,383,697
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Crp
C-reactive protein
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of CRP mRNA
CTD
PMID:16386258
NCBI chr13:85,135,384...85,175,178
Ensembl chr13:85,124,977...85,175,178
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Gja1
gap junction protein, alpha 1
multiple interactions increases phosphorylation
EXP
AG 1879 inhibits the reaction [1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of GJA1 protein]; resveratrol inhibits the reaction [1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of GJA1 protein]
CTD
PMID:24079413
NCBI chr20:35,756,007...35,768,481
Ensembl chr20:35,755,991...35,768,582
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Il1a
interleukin 1 alpha
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of IL1A mRNA
CTD
PMID:16386258
NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
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Il1b
interleukin 1 beta
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of IL1B mRNA
CTD
PMID:16386258
NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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Kcnab2
potassium voltage-gated channel subfamily A regulatory beta subunit 2
multiple interactions
EXP
[KCNAB2 protein co-treated with NADP] results in increased reduction of 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine
CTD
PMID:21296056
NCBI chr 5:162,899,511...162,988,057
Ensembl chr 5:162,901,896...162,988,243
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Mapk1
mitogen activated protein kinase 1
increases phosphorylation multiple interactions
EXP
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of MAPK1 protein resveratrol inhibits the reaction [1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of MAPK1 protein]
CTD
PMID:24079413
NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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Mapk3
mitogen activated protein kinase 3
multiple interactions increases phosphorylation
EXP
resveratrol inhibits the reaction [1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of MAPK3 protein]
CTD
PMID:24079413
NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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Olr1
oxidized low density lipoprotein receptor 1
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of OLR1 mRNA
CTD
PMID:16386258
NCBI chr 4:162,926,436...162,949,057
Ensembl chr 4:162,926,439...162,948,523
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Ptafr
platelet-activating factor receptor
affects binding multiple interactions
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine binds to PTAFR protein 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine inhibits the reaction [Platelet Activating Factor binds to PTAFR protein]
CTD
PMID:16386258
NCBI chr 5:144,765,770...144,795,057
Ensembl chr 5:144,765,976...144,795,251
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Ptgs1
prostaglandin-endoperoxide synthase 1
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of PTGS1 mRNA
CTD
PMID:16386258
NCBI chr 3:19,584,015...19,605,589
Ensembl chr 3:19,584,015...19,605,586
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Ptgs2
prostaglandin-endoperoxide synthase 2
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of PTGS2 mRNA
CTD
PMID:16386258
NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
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Sele
selectin E
increases expression increases secretion
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of SELE mRNA 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased secretion of SELE protein
CTD
PMID:16386258
NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
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Src
SRC proto-oncogene, non-receptor tyrosine kinase
multiple interactions increases phosphorylation
EXP
resveratrol inhibits the reaction [1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased phosphorylation of SRC protein]
CTD
PMID:24079413
NCBI chr 3:146,091,969...146,139,492
Ensembl chr 3:146,091,841...146,139,476
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Timp4
TIMP metallopeptidase inhibitor 4
increases expression
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of TIMP4 mRNA
CTD
PMID:16386258
NCBI chr 4:148,306,021...148,312,558
Ensembl chr 4:148,304,490...148,312,558
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Tnf
tumor necrosis factor
increases expression increases secretion
ISO
1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased expression of TNF mRNA 1-palmitoyl-2-(5-oxovaleroyl)-sn-glycero-3-phosphorylcholine results in increased secretion of TNF protein
CTD
PMID:16386258
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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