MiMeDB: Showing metabocard for Lyso-PAF C-16 (MMDBc0047891)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:47:48 UTC

Update Date

2025-10-07 16:08:09 UTC

Metabolite ID

MMDBc0047891

Metabolite Identification

Common Name

Lyso-PAF C-16

Description

Lyso-PAF C-16 is a lysophospholipid belonging to the chemical class of ether phospholipids. Its structure features a 1-O-alkyl-2-acyl-sn-glycero-3-phosphocholine backbone, characterized by a 16-carbon fatty acid chain at the sn-2 position and an ether linkage at the sn-1 position. In biological contexts, Lyso-PAF C-16 is involved in various signaling pathways, including those related to inflammation and cellular responses. For instance, it has been shown to inhibit the expression of key extracellular matrix components such as COL1A1, COL1A2, COL3A1, and ACTA2, indicating a potential role in modulating fibrotic processes (PMID:39383811 ). Additionally, metabolomics analyses have linked Lyso-PAF C-16 to meat quality traits, revealing its negative correlation with shear force and cooking loss, suggesting its involvement in muscle metabolism (PMID:38800732 ). Furthermore, it has been identified as a significant metabolite for differentiating serum profiles in response to environmental pollutants, highlighting its relevance in toxicological studies (PMID:30384157 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Molecular Formula

C₂₄H₅₂NO₆P

Average Mass

481.655

Monoisotopic Mass

481.353225396

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C24H52NO6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-29-22-24(26)23-31-32(27,28)30-21-19-25(2,3)4/h24,26H,5-23H2,1-4H3

InChI Key

VLBPIWYTPAXCFJ-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	319.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	78.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	588.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	829.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	881.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	174.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	2827.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	610.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	282.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	675.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	90.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	175.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	244.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	8.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	203.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	422.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	479.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	1992.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1926.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Lyso-PAF C-16_TMS_1	CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	1563.9
Gas Chromatography	Lyso-PAF C-16_TMS_1	CCCCCCCCCCCCCCCCOCC(COP(=O)([O-])OCC[N+](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	983.893

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191734	Cytosolic phospholipase A2	Unknown	P47712	Homo sapiens
MMDBp0191737	Group 10 secretory phospholipase A2	Unknown	O15496	Homo sapiens
MMDBp0191742	85/88 kDa calcium-independent phospholipase A2	Unknown	O60733	Homo sapiens
MMDBp0191838	Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Unknown	Q13822	Homo sapiens
MMDBp0192172	Platelet-activating factor acetylhydrolase	Enzyme	Q13093	Homo sapiens
MMDBp0192177	Platelet-activating factor acetylhydrolase IB subunit gamma	Enzyme	Q15102	Homo sapiens
MMDBp0192178	Cytosolic phospholipase A2 gamma	Unknown	Q9UP65	Homo sapiens
MMDBp0192179	Platelet-activating factor acetylhydrolase IB subunit beta	Enzyme	P68402	Homo sapiens
MMDBp0192182	Platelet-activating factor acetylhydrolase 2, cytoplasmic	Enzyme	Q99487	Homo sapiens
MMDBp0192696	Sphingomyelin phosphodiesterase 2	Unknown	O60906	Homo sapiens
MMDBp0194085	Lysophosphatidylcholine acyltransferase 1	Unknown	Q8NF37	Homo sapiens
MMDBp0194086	Lysophosphatidylcholine acyltransferase 2	Enzyme	Q7L5N7	Homo sapiens
MMDBp0194097	Phospholipase B1, membrane-associated	Unknown	Q6P1J6	Homo sapiens
MMDBp0191672	Lysophospholipid acyltransferase LPCAT4	Enzyme	Q643R3	Escherichia coli (strain K12)
MMDBp0194636	Cytosolic phospholipase A2 zeta	Unknown	Q68DD2	Homo sapiens
MMDBp0197065	Lysophosphatidylcholine acyltransferase 1	Unknown	Q1LWG4	Danio rerio
MMDBp0197066	Ectonucleotide pyrophosphatase/phosphodiesterase family member 2	Unknown	Q64610	Rattus norvegicus
MMDBp0197067	Phospholipase ABHD3	Unknown	Q8WU67	Homo sapiens
MMDBp0197068	85/88 kDa calcium-independent phospholipase A2	Unknown	P97819	Mus musculus
MMDBp0197069	Group 10 secretory phospholipase A2	Unknown	Q9QXX3	Mus musculus
MMDBp0197070	Cytosolic phospholipase A2	Unknown	A4IFJ5	Bos taurus
MMDBp0197071	Lysophospholipase D GDPD1	Unknown	Q8N9F7	Homo sapiens
MMDBp0197072	Lysophospholipase D GDPD3	Unknown	Q7L5L3	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019974	Cytidine monophosphate	Acetic acid	‚Äö√°‚Ä¢ platelet-activating factor acetylhydrolase IB subunit alpha	Hydrolysis of bond	PathBank	31602464
MMDBr0019975	Palmitic acid	1-O-Palmityl-2-palmitoyl-rac-glycero-3-phosphocholine	Triacylglycerol lipase 4	Lipid (ester bond) hydrolysis	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	31557052

External Links

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Lyso-PAF C-16 (MMDBc0047891)

MOL for #<Metabolite:0x0000560c784e1198>

3D MOL for #<Metabolite:0x0000560c784e1198>

3D SDF for #<Metabolite:0x0000560c784e1198>

3D-SDF for #<Metabolite:0x0000560c784e1198>

PDB for #<Metabolite:0x0000560c784e1198>

3D PDB for #<Metabolite:0x0000560c784e1198>

SMILES for #<Metabolite:0x0000560c784e1198>

INCHI for #<Metabolite:0x0000560c784e1198>

Structure for #<Metabolite:0x0000560c784e1198>

3D Structure for #<Metabolite:0x0000560c784e1198>