Colfosceril Palmitate

Details

• Internal ID: 84df6865-0578-4f36-a144-69b34ece7f79
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines > Phosphatidylcholines
• IUPAC Name: [(2R)-2,3-di(hexadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1
• InChI Key: KILNVBDSWZSGLL-KXQOOQHDSA-N
• Popularity: 305 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₈₀NO₈P
• Molecular Weight: 734.00 g/mol
• Exact Mass: 733.56215551 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 13.50
• Atomic LogP (AlogP): 10.61
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 38

Synonyms

• Colfosceril palmitate
• 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine
• diPalmitoylphosphatidylcholine
• Palmitate de colfosceril
• Palmitato de colfoscerilo
• 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine
• Colfoscerili palmitas
• Dppc, l-
• Dppc, r-
• Colfosceril
• Dipalmitoyl lecithin, l-
• 129Y83
• 319X2NFW0A
• Dipalmitoyl glycerophosphocholine
• DTXSID5046720
• 1-16:0-2-16:0-phosphatidylcholine
• SURFAXIN COMPONENT DPPC
• DTXCID3026720
• CHEBI:72999
• 16:0-16:0-PC
• 129-Y-83
• [(2R)-2,3-di(hexadecanoyloxy)propyl] 2-(trimethylazaniumyl)ethyl phosphate
• (R)-(4-Oxido-10-oxo-7-palmitoyl-3,5,9-trioxa-4-phosphapentacosyl)trimethylammonium 4-oxide
• ((2R)-2,3-di(hexadecanoyloxy)propyl) 2-(trimethylazaniumyl)ethyl phosphate
• colfosceril palmitato
• RefChem:918923
• R07AA01
• 200-567-6
• 2-(((2R)-2,3-di(hexadecanoyloxy)propoxy)-hydroxyphosphoryl)oxyethyl-trimethylazanium
• CHEBI:40265
• DPPC
• (R)-2,3-Bis(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate
• 1,2-Dipalmitoyl-L-lecithin
• PC(16:0/16:0)
• MFCD00036903
• C40H80NO8P
• L-DPPC
• Phosphatidylcholine(32:0)
• Dipalmitoyl-L-alpha-lecithin
• 1,2-Dipalmitoyl-3-sn-phosphatidylcholine
• Dipalmitoyl-phosphatidylcholine
• Phosphatidylcholine(16:0/16:0)
• 1,2-Dihexadecanoyl-sn-glycero-3-phosphorylcholine
• (2-{[(2R)-2,3-bis(hexadecanoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium
• L-a-Dipalmitoyl lecithin
• Choline hydroxide, dihydrogen phosphate, inner salt, ester with L-1,2-dipalmitin
• PC 32:0
• 3,5,9-Trioxa-4-phosphapentacosan-1-aminium, 4-hydroxy-N,N,N-trimethyl-10-oxo-7-((1-oxohexadecyl)oxy)-, hydroxide, inner salt, 4-oxide, (R)-
• L-Dipalmitoyl lecithin
• 1,2-DIACYL-SN-GLYCERO-3-PHOSHOCHOLINE
• UNII-319X2NFW0A
• dipalmitoyl-GPC
• 1,2-dipalmitoyl-sn-glycero-3-Phosphatidylcholine
• 1,?2-?Dipalmitoyl-?sn-?glycero-?3-?phosphocholine (Colfosceril Palmitate)
• 1,2-Dipalmitoyl-sn-glycero-3-phosphorylcholine
• Colfoscerilpalmitat
• Colfoscerili palmitas [INN-Latin]
• Colfoscerilpalmitate
• L-alpha-DPPC
• EINECS 200-567-6
• L-alpha-Dipalmitoylphosphatidylcholine
• Palmitate de colfosceril [INN-French]
• Colfosceril palmitate [USAN:INN:BAN]
• L-a-Dipalmitoylecithin
• L-a-Dipalmitoyllecithin
• Palmitato de colfoscerilo [INN-Spanish]
• L-a-DPPC
• sn-3-Dipalmitoyllecithin
• Dipalmitoyl-L-a-lecithin
• L-alpha-Dipalmitoylecithin
• NCGC00167568-01
• L-alpha-Dipalmitoyllecithin
• COLFOSCERIL [VANDF]
• SCHEMBL24980
• L-b,g-Dipalmitoyl-a-lecithin
• MLS000028586
• 1,2-Dipalmitoyl-L-a-lecithin
• L-1,2-Dipalmitoyl-a-lecithin
• L-a-1,2-Dipalmitoyl lecithin
• orb1299520
• CHEMBL1200737
• b,g-Dipalmitoyl-L-(a)-lecithin
• DPPC;L-,-Dipalmitoyl--lecithin
• LUCINACTANT COMPONENT DPPC
• L-a-Dipalmitoylphosphatidylcholine
• L-b,g-Dipalmitoyl-alpha-lecithin
• MSK2864
• phosphatidylcholine 16:0/16:0
• 1,2-Dipalmitoyl-L-alpha-lecithin
• Colfosceril palmitate (USAN/INN)
• COLFOSCERIL PALMITATE [MI]
• GLXC-23174
• HMS2231H14
• HMS3650O14
• L-1,2-Dipalmitoyl-alpha-lecithin
• L-alpha-1,2-Dipalmitoyl lecithin
• COLFOSCERIL PALMITATE [INN]
• Dipalmitoyl L-a-phosphatidylcholine
• Dipalmitoyl-L-a-phosphatidylcholine
• L-b,g-Dipalmitoylphosphatidylcholine
• COLFOSCERIL PALMITATE [USAN]
• Dipalmitoyl-sn-3-phosphatidylcholine
• Tox21_112563
• b,g-Dipalmitoyl-L-phosphatidylcholine
• COLFOSCERIL PALMITATE [VANDF]
• EBC-27444
• L-1,2-Dipalmitoylphosphatidylcholine
• LMGP01010564
• 1,2-Dipalmitoyl-L-phosphatidylcholine
• AKOS016013969
• COLFOSCERIL PALMITATE [WHO-DD]
• Dipalmitoyl L-alpha-phosphatidylcholine
• Dipalmitoyl-L-alpha-phosphatidylcholine
• 1,2-Dipalmitoyl-sn-phosphatidylcholine
• 1,2-L-a-Dipalmitoylphosphatidylcholine
• b,g-Dipalmitoyl L-a-phosphatidylcholine
• DB09114
• FD46765
• L-b,g-Dipalmitoyl-a-phosphatidylcholine
• 1,2-Dipalmitoylglycero-3-phosphocholine
• CAS-63-89-8
• 1,2-Dipalmitoyl-L-3-phosphatidylcholine
• 1,2-Dipalmitoyl-L-a-phosphatidylcholine
• 1,2-Dipalmitoyl-sn-glycerophosphocholine
• Dipalmitoyl-L-3-glycerylphosphorylcholine
• BP-26313
• Dihexadecanoyl-sn-glycero-3-phosphocholine
• SMR000058951
• SY057411
• 1,2-L-alpha-Dipalmitoylphosphatidylcholine
• COLFOSCERIL PALMITATE [ORANGE BOOK]
• 1,2-Dipalmitoyl-L-alpha-phosphatidylcholine
• 1,2-Dipalmitoyl-sn-3-glycerophosphocholine
• 1,2-Dipalmitoyl-sn-glycerophosphorylcholine
• b,g-Dipalmitoyl L-alpha-phosphatidylcholine
• GPC(16:0/16:0)
• HY-109506
• L-b,g-Dipalmitoyl-alpha-phosphatidylcholine
• Colfosceril palmitate, DPPC (for injection)
• CS-0031214
• D3925
• 1,2-Dipalmitoyl-sn-glycerol-3-phosphocholine
• 1,2-Dipalmitoyl-sn-glyceryl-3-phosphocholine
• D03585
• H10481
• OP0201 COMPONENT COLFOSCERIL PALMITATE
• SBI-0633659.0002
• 1,2-Bis(palmitoyl)-sn-glycero-3-phosphocholine
• EN300-7365657
• OP-0201 COMPONENT COLFOSCERIL PALMITATE
• 1,2-Bis(hexadecanoyl)-sn-glycero-3-phosphocholine
• 1,2-Dihexadecanoyl-sn-glycerol-3-phosphorylcholine
• F601359
• Q5144764
• EXOSURF NEONATAL COMPONENT COLFOSCERIL PALMITATE
• 1.2 DIPALMITOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE
• 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, >=99% (TLC)
• 1.2 DIPALMITOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE (DPPC)
• 1,2-Dipalmitoyl-sn-glycero-3-phosphocholine, semisynthetic, >=99%
• (2-{[2.3-bis(hexadecanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium
• (2R)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
• (2R)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
• [(2R)-2,3-di(hexadecanoyloxy)propyl] 2-(trimethylammonio)ethyl phosphate
• 16:0 PC (DPPC), 1,2-dipalmitoyl-sn-glycero-3-phosphocholine, powder
• 2-[[(2R)-2,3-di(hexadecanoyloxy)propoxy]-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
• (R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-Trioxa-4-phosphapentacosan-1-aminium 4-oxide hydroxide inner salt
• (R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-Trioxa-4-phosphapentacosan-1-aminium 4-oxide inner salt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9145	91.45%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Plasma membrane	0.6551	65.51%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9439	94.39%
P-glycoprotein inhibitior	+	0.6896	68.96%
P-glycoprotein substrate	-	0.5760	57.60%
CYP3A4 substrate	+	0.5837	58.37%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8362	83.62%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	-	0.6061	60.61%
CYP inhibitory promiscuity	-	0.9636	96.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5633	56.33%
Eye corrosion	-	0.9102	91.02%
Eye irritation	-	0.8393	83.93%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6145	61.45%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.8051	80.51%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6217	62.17%
Acute Oral Toxicity (c)	III	0.4761	47.61%
Estrogen receptor binding	+	0.7964	79.64%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.5238	52.38%
Glucocorticoid receptor binding	-	0.4889	48.89%
Aromatase binding	+	0.5181	51.81%
PPAR gamma	+	0.6047	60.47%
Honey bee toxicity	-	0.8502	85.02%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.7655	76.55%
Fish aquatic toxicity	+	0.7242	72.42%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4666	Q13285	Steroidogenic factor 1	850 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	97.45%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.32%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.59%	95.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.32%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.40%	85.94%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.42%	92.12%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.27%	92.08%
CHEMBL5255	O00206	Toll-like receptor 4	89.57%	92.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.68%	91.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.34%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL202	P00374	Dihydrofolate reductase	83.29%	89.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.19%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.12%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	81.80%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.10%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.98%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.83%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.38%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Lycoris radiata

Cross-Links

• PubChem: 452110
• LOTUS: LTS0194924
• wikiData: Q5144764