1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine

Details

• Internal ID: 700cb9fd-a27d-48a9-8ddb-e7c9283e9c79
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Lysophosphatidylcholines > 1-acyl-sn-glycero-3-phosphocholines
• IUPAC Name: [(2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
• InChI: InChI=1S/C26H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h9-10,12-13,25,28H,5-8,11,14-24H2,1-4H3/b10-9-,13-12-/t25-/m1/s1
• InChI Key: SPJFYYJXNPEZDW-FTJOPAKQSA-N
• Popularity: 96 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₅₀NO₇P
• Molecular Weight: 519.70 g/mol
• Exact Mass: 519.33248993 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.00

Synonyms

• 22252-07-9
• LPC(18:2/0:0)
• 1-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
• PC(18:2(9Z,12Z)/0:0)
• 1-Linoleoyl-sn-glycero-3-phosphorylcholine
• 1-linoleoyl-phosphatidylcholine
• 1-Linoleoylglycerophosphocholine
• 18:2 LYSO-PC
• LysoPC(18:2(9Z,12Z)/0:0)
• (7R,18Z,21Z)-4,7-dihydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, 4-oxide, inner salt
• LPC 18:2
• 1-Linoleoyl-sn-glycero-3-phosphocholine
• (R)-2-Hydroxy-3-((9Z,12Z)-octadeca-9,12-dienoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
• 1-linoleoyl-GPC
• lysoPC a C18:2
• 1-linoleoyl-GPC (18:2)
• Linoleyl lysophosphatidylcholine
• CHEBI:28733
• LysoPC(18:2w6/0:0)
• 2-linoleoyl-lysophosphatidylcholine
• DTXSID101334833
• 1-18:2-2-lysophosphatidylcholine
• HY-N9410
• LyPC(18:2w6/0:0)
• 2-18:2(9Z,12Z)-lysoPC
• GPC(18:2)
• LMGP01050035
• LyPC(18:2/0:0)
• AKOS040755460
• LPC(18:2w6/0:0)
• 58529WFZ36
• Lysophosphatidylcholine(18:2w6/0:0)
• 1-lyso-2-18:2(9Z,12Z)-lysoPC
• LysoPC 18:2(9Z,12Z)/0:0
• 1-Linoleoyl-sn-glycero-3-phosphorylcholin
• 2-18:2(9Z,12Z)-lysophosphatidylcholine
• GPC(18:2/0:0)
• CS-0159737
• LPC 18:2(9Z,12Z)/0:0
• lysophosphatidylcholine(18:2(9Z,12Z)/0:0)
• PC 18:2(9Z,12Z)/0:0
• Q27103871
• 1-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphocholine
• 1-(9Z,12Z-Octadecadienoyl-2-hydroxy-sn-glycero-3-phosphocholine
• Choline, hydroxide, dihydrogen phosphate, inner salt, 3-ester with L-1-monolinolein
• (2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
• (2R)-2-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
• 3,5,9-Trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, (7R,18Z,21Z)-
• 3,5,9-Trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, 4,7-dihydroxy-N,N,N-trimethyl-10-oxo-, inner salt, 4-oxide, [R-(Z,Z)]-
• Linolein, 1-mono-, 3-(dihydrogen phosphate), monoester with choline hydroxide, inner salt, L-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.84%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.82%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.66%	97.29%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	96.20%	89.63%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.87%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.99%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.89%	85.94%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.67%	92.12%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.40%	100.00%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	86.63%	90.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.15%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.91%	91.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.87%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.04%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.15%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.76%	96.95%
CHEMBL1781	P11387	DNA topoisomerase I	82.73%	97.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.01%	94.66%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.15%	93.03%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.78%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11005824
• LOTUS: LTS0237722
• wikiData: Q27103871