Details of the Drug

General Information of Drug (ID: DMOGFVH)

Drug Name
lysophosphatidylcholine
Synonyms
Lysophosphatidylcholine; 1-acetyl-sn-glycero-3-phosphocholine; AC1NSKBT; GTPL2508; SCHEMBL19821626; CHEBI:138424; LMGP01050043; [(2R)-3-acetyloxy-2-hydroxypropyl] 2-trimethylazaniumylethyl phosphate; [(2R)-3-acetyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate; 3,5,9-Trioxa-4-phosphaundecan-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (R)-
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL is unavailable 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 299.26
Logarithm of the Partition Coefficient (xlogp) -1.8
Rotatable Bond Count (rotbonds) 10
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 7
Chemical Identifiers
Formula
C10H22NO7P
IUPAC Name
[(2R)-3-acetyloxy-2-hydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
Canonical SMILES
CC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
InChI
InChI=1S/C10H22NO7P/c1-9(12)16-7-10(13)8-18-19(14,15)17-6-5-11(2,3)4/h10,13H,5-8H2,1-4H3/t10-/m1/s1
InChIKey
RYCNUMLMNKHWPZ-SNVBAGLBSA-N
Cross-matching ID
PubChem CID
5311264
ChEBI ID
CHEBI:138424
CAS Number
9008-30-4
TTD ID
D0KT5E
VARIDT ID
DR00231

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Short transient receptor potential channel 5 (TRPC5) TT32NQ1 TRPC5_HUMAN Activator [2]
Short transient receptor potential channel 6 (TRPC6) TTRBT3W TRPC6_HUMAN Activator [3]
Transient receptor potential cation channel V2 (TRPV2) TTBECWA TRPV2_HUMAN Activator [4]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Major facilitator superfamily domain-containing protein 2A (SLC59A1) DT5G94L NLS1_HUMAN Substrate [5]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Caspase-3 (CASP3) OTIJRBE7 CASP3_HUMAN Gene/Protein Processing [6]
Caveolin-1 (CAV1) OTEZUR1L CAV1_HUMAN Gene/Protein Processing [7]
Ectonucleotide pyrophosphatase/phosphodiesterase family member 7 (ENPP7) OTWOBMQ9 ENPP7_HUMAN Biotransformations [8]
G-protein coupled receptor 4 (GPR4) OTIBF32I GPR4_HUMAN Gene/Protein Processing [6]
Heme oxygenase 1 (HMOX1) OTC1W6UX HMOX1_HUMAN Gene/Protein Processing [9]
Intercellular adhesion molecule 1 (ICAM1) OTTOIX77 ICAM1_HUMAN Gene/Protein Processing [7]
Interleukin-1 beta (IL1B) OT0DWXXB IL1B_HUMAN Gene/Protein Processing [6]
Interleukin-18 (IL18) OTBB2A8O IL18_HUMAN Gene/Protein Processing [6]
Interleukin-33 (IL33) OTT5YWK3 IL33_HUMAN Gene/Protein Processing [6]
Laminin subunit alpha-3 (LAMA3) OTFME7HT LAMA3_HUMAN Gene/Protein Processing [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2508).
2 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 490).
3 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 491).
4 Lysophospholipids stimulate prostate cancer cell migration via TRPV2 channel activation. Biochim Biophys Acta. 2009 Mar;1793(3):528-39.
5 Mfsd2a is a transporter for the essential omega-3 fatty acid docosahexaenoic acid. Nature. 2014 May 22;509(7501):503-6.
6 Lysophosphatidylcholine induces apoptosis and inflammatory damage in brain microvascular endothelial cells via GPR4-mediated NLRP3 inflammasome activation. Toxicol In Vitro. 2021 Dec;77:105227. doi: 10.1016/j.tiv.2021.105227. Epub 2021 Jul 20.
7 Effect of quercetin and its metabolite on caveolin-1 expression induced by oxidized LDL and lysophosphatidylcholine in endothelial cells. J Clin Biochem Nutr. 2016 May;58(3):193-201. doi: 10.3164/jcbn.16-2. Epub 2016 Apr 16.
8 Identification of human intestinal alkaline sphingomyelinase as a novel ecto-enzyme related to the nucleotide phosphodiesterase family. J Biol Chem. 2003 Oct 3;278(40):38528-36. doi: 10.1074/jbc.M305437200. Epub 2003 Jul 28.
9 Linoleyl hydroperoxide transcriptionally upregulates heme oxygenase-1 gene expression in human renal epithelial and aortic endothelial cells. J Am Soc Nephrol. 1998 Nov;9(11):1990-7. doi: 10.1681/ASN.V9111990.
10 Increase of laminin 5 synthesis in human keratinocytes by acute wound fluid, inflammatory cytokines and growth factors, and lysophospholipids. Br J Dermatol. 2004 Nov;151(5):961-70. doi: 10.1111/j.1365-2133.2004.06175.x.