L-Dilinoleoyllecithin

Details

• Internal ID: dd525818-f399-45b3-823b-032102eeb808
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Phosphatidylcholines
• IUPAC Name: [(2R)-2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h14-17,20-23,42H,6-13,18-19,24-41H2,1-5H3/b16-14-,17-15-,22-20-,23-21-/t42-/m1/s1
• InChI Key: FVXDQWZBHIXIEJ-LNDKUQBDSA-N
• Popularity: 22 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₈₀NO₈P
• Molecular Weight: 782.10 g/mol
• Exact Mass: 781.56215551 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 12.40
• Atomic LogP (AlogP): 11.28
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 38

Synonyms

• 1,2-DILINOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
• 998-06-1
• DLNPC
• DL-PC
• PC(18:2(9Z,12Z)/18:2(9Z,12Z))
• (1,2-Dilinoleoyl)-3-lecithin
• DI-LINOLEOYL-3-SN-PHOSPHATIDYLCHOLINE
• 7L874P1M1O
• 1,2-di-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
• 1,2-Dilinoleoyl-sn-3-glycerophosphorylcholine
• 1,2-di-O-linoleoyl-sn-glycero-3-phosphocholine
• Dilinoleoylphosphatidylcholine
• (2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylammonio)ethyl phosphate
• 1,2-Dilinoleoyl-sn-glycero-3-Phosphatidylcholine
• Choline, hydroxide, dihydrogen phosphate, inner salt, ester with 1,2-dilinolein, L-(+)-
• Linolein, 1,2-di-, dihydrogen phosphate, monoester with choline hydroxide, inner salt, L-(+)-
• (R)-2,3-Bis(((9Z,12Z)-octadeca-9,12-dienoyl)oxy)propyl (2-(trimethylammonio)ethyl) phosphate
• UNII-7L874P1M1O
• EINECS 213-647-0
• DLOPC, L-
• DLOPC, R-
• SCHEMBL25777
• CHEBI:42027
• FVXDQWZBHIXIEJ-LNDKUQBDSA-N
• DTXSID201260902
• (R)-2,3-Bis((9Z,12Z)-octadeca-9,12-dienoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
• 18:2 (Cis) PC (DLPC)
• LMGP01010937
• AKOS027307786
• 1-18:2-2-18:2-phosphatidylcholine
• CS-W013779
• DB04372
• (R-(All-Z))-(4-oxido-10-oxo-7-((1-oxooctadeca-9,12-dienyl)oxy)-3,5,9-trioxa-4-phosphaheptacosa-18,21-dienyl)trimethylammonium 4-oxide
• BP-26304
• 1-linoleoyl-2-linoleoyl-phosphatidylcholine
• 1,2-dilinoleoyl-rac-glycero-3-phosphocholine
• 18:2-18:2-PC
• E83331
• 1,2-DILINOLEOYL-PHOSPHATIDYLCHOLINE, R-
• 1-18:2-2-18:2-sn-glycerol-3-phosphocholine
• sn-glycerol-3-phosphocholine (1-18:2-2-18:2)
• Q27459459
• 1,2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine
• 1,2-di-[(9Z,12Z)-octadecadienoyl]-sn-glycero-3-phosphocholine
• Dilinoleoyl-L-alpha-phosphatidylcholine, PC(18:2(9Z,12Z)/18:2(9Z,12Z))
• 1,2-Dilinoleoyl-sn-glycero-3-phosphocholine, >=99% (TLC), lyophilized powder
• 18:2 (Cis) PC (DLPC), 1,2-dilinoleoyl-sn-glycero-3-phosphocholine, powder
• (2R)-2,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propyl 2-(trimethylazaniumyl)ethyl phosphate
• 3,5,9-TRIOXA-4-PHOSPHAHEPTACOSA-18,21-DIEN-1-AMINIUM, 4-HYDROXY-N,N,N-TRIMETHYL-10-OXO-7-(((9Z,12Z)-1-OXO-9,12-OCTADECADIEN-1-YL)OXY)-, INNER SALT, 4-OXIDE, (7R,18Z,21Z)-
• 3,5,9-Trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxo-9,12-octadecadienyl)oxy]-, hydroxide, inner salt, 4-oxide, [R-(all-Z)]-
• 3,5,9-Trioxa-4-phosphaheptacosa-18,21-dien-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxo-9,12-octadecadienyl)oxy]-, inner salt, 4-oxide, [R-(all-Z)]-
• 3,5,9-Trioxa-4-phosphaheptacosa-18,21-dien-1-aminium,4-hydroxy-N,N,N-trimethyl-10-oxo-7-[[(9Z,12Z)-1-oxo-9,12-octadecadien-1-yl]oxy]-,inner salt,4-oxide,(7R,18Z,21Z)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8902	89.02%
Caco-2	-	0.8323	83.23%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Plasma membrane	0.7625	76.25%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8081	80.81%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9667	96.67%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	-	0.5494	54.94%
CYP3A4 substrate	+	0.6257	62.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.7487	74.87%
CYP2C9 inhibition	-	0.8809	88.09%
CYP2C19 inhibition	-	0.8148	81.48%
CYP2D6 inhibition	-	0.8972	89.72%
CYP1A2 inhibition	-	0.8590	85.90%
CYP2C8 inhibition	+	0.5664	56.64%
CYP inhibitory promiscuity	-	0.9548	95.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5439	54.39%
Eye corrosion	-	0.9162	91.62%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.7656	76.56%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4047	40.47%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8111	81.11%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5952	59.52%
Acute Oral Toxicity (c)	III	0.4787	47.87%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	-	0.6558	65.58%
Thyroid receptor binding	-	0.5316	53.16%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	+	0.5192	51.92%
PPAR gamma	+	0.5738	57.38%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.8324	83.24%
Fish aquatic toxicity	+	0.8546	85.46%

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	98.99%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.20%	97.29%
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.32%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.42%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.18%	92.08%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	90.93%	90.75%
CHEMBL5255	O00206	Toll-like receptor 4	88.11%	92.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	87.31%	92.12%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.43%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.91%	91.81%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.94%	94.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.91%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.78%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	83.58%	97.00%
CHEMBL3401	O75469	Pregnane X receptor	83.35%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.74%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.39%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.51%	96.95%
CHEMBL230	P35354	Cyclooxygenase-2	80.53%	89.63%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.33%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5288075
• LOTUS: LTS0001864
• wikiData: Q27459459