1-O-palmitoyl-sn-glycero-3-phosphocholine

Details

• Internal ID: 5f0fb130-cff9-450b-b42f-da650a901dfe
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Lysophosphatidylcholines > 1-acyl-sn-glycero-3-phosphocholines
• IUPAC Name: 2-[[(2R)-3-hexadecanoyloxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC[N+](C)(C)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)O
• InChI: InChI=1S/C24H50NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(27)30-21-23(26)22-32-33(28,29)31-20-19-25(2,3)4/h23,26H,5-22H2,1-4H3/p+1/t23-/m1/s1
• InChI Key: ASWBNKHCZGQVJV-HSZRJFAPSA-O
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₅₁NO₇P+
• Molecular Weight: 496.60 g/mol
• Exact Mass: 496.34031496 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 23

Synonyms

• 17364-16-8
• GPCho 16:0/0:0
• GPCho(16:0/0:0)
• SCHEMBL12235508
• SCHEMBL13905937
• C24H51NO7P+
• CHEBI:28468
• ASWBNKHCZGQVJV-HSZRJFAPSA-O
• [(2~{R})-2-oxidanyl-3-[oxidanyl-[2-(trimethyl-$l^{5}-azanyl)ethoxy]phosphoryl]oxy-propyl] hexadecanoate
• K6G
• 1-palmitoyl-2-lyso-sn-glycero-3-PC
• 2-[[(2R)-3-hexadecanoyloxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxyethyl-trimethylazanium
• A927247
• SR-01000946215
• SR-01000946215-1
• Q27103710
• (S)-1-Hydroxy-3-(palmitoyloxy)propan-2-yl (2-(trimethylammonio)ethyl) phosphate
• (7R)-4,7-dihydroxy-N,N,N-trimethyl-10-oxo-3,5,9-trioxa-4-phosphapentacosan-1-aminium 4-oxide
• KIP

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9542	95.42%
Caco-2	-	0.7465	74.65%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.4136	41.36%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6002	60.02%
P-glycoprotein inhibitior	-	0.5351	53.51%
P-glycoprotein substrate	-	0.6865	68.65%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.7430	74.30%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.7420	74.20%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8679	86.79%
CYP2C8 inhibition	-	0.7067	70.67%
CYP inhibitory promiscuity	-	0.9803	98.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9235	92.35%
Eye irritation	-	0.7473	74.73%
Skin irritation	-	0.7953	79.53%
Skin corrosion	-	0.9143	91.43%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6409	64.09%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7676	76.76%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5874	58.74%
Acute Oral Toxicity (c)	III	0.4733	47.33%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	-	0.7439	74.39%
Thyroid receptor binding	-	0.5433	54.33%
Glucocorticoid receptor binding	-	0.6551	65.51%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6224	62.24%
Fish aquatic toxicity	+	0.6751	67.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	99.01%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.18%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.76%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	96.73%	92.86%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.83%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	91.67%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.54%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.95%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.76%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.75%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.46%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.23%	96.95%
CHEMBL2885	P07451	Carbonic anhydrase III	85.57%	87.45%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.24%	80.33%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.16%	94.01%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.70%	91.81%
CHEMBL221	P23219	Cyclooxygenase-1	82.82%	90.17%
CHEMBL1907	P15144	Aminopeptidase N	82.47%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	81.94%	94.73%
CHEMBL240	Q12809	HERG	81.69%	89.76%
CHEMBL299	P17252	Protein kinase C alpha	81.31%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.36%	91.19%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.33%	91.71%
CHEMBL4333	P21453	Sphingosine 1-phosphate receptor Edg-1	80.25%	96.99%

Plants that contains it

• Populus tremula

Cross-Links

• PubChem: 460603
• LOTUS: LTS0176849
• wikiData: Q27103710