[2-[[6-(3-Hexadecanoyloxy-2-octadeca-9,12,15-trienoyloxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] octadeca-9,12,15-trienoate

Details

• Internal ID: b098ace8-2129-4cd1-b0fe-65429b931252
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
• IUPAC Name: [2-[[6-(3-hexadecanoyloxy-2-octadeca-9,12,15-trienoyloxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] octadeca-9,12,15-trienoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)OC(=O)CCCCCCCC=CCC=CCC=CCC)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCC=CCC
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)OC(=O)CCCCCCCC=CCC=CCC=CCC)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCC=CCC
• InChI: InChI=1S/C67H114O16/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-58(70)80-54(51-77-57(69)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3)52-78-66-63(75)62(74)60(72)56(82-66)53-79-67-64(76)65(61(73)55(50-68)81-67)83-59(71)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2/h7-8,10-11,16-17,19-20,25-28,54-56,60-68,72-76H,4-6,9,12-15,18,21-24,29-53H2,1-3H3
• InChI Key: MNXKJUIVPWUWOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₁₁₄O₁₆
• Molecular Weight: 1175.60 g/mol
• Exact Mass: 1174.81068754 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 15.80
• Atomic LogP (AlogP): 12.29
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 51

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6990	69.90%
Caco-2	-	0.8577	85.77%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8521	85.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7172	71.72%
OATP1B3 inhibitior	+	0.8367	83.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9828	98.28%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	-	0.5281	52.81%
CYP3A4 substrate	+	0.6693	66.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.5893	58.93%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.8179	81.79%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.8930	89.30%
CYP2C8 inhibition	+	0.5747	57.47%
CYP inhibitory promiscuity	-	0.9456	94.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7292	72.92%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7687	76.87%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7792	77.92%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7664	76.64%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	-	0.5370	53.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.5428	54.28%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.8067	80.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6854	68.54%
Fish aquatic toxicity	+	0.9577	95.77%

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	99.13%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	97.75%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.27%	85.94%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.94%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.25%	92.08%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.21%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.19%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.99%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.15%	93.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.12%	92.32%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.98%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.88%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.44%	91.81%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.43%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.99%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.83%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	82.39%	98.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.56%	95.17%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.50%	97.47%
CHEMBL221	P23219	Cyclooxygenase-1	80.26%	90.17%

Plants that contains it

• Lycium barbarum

Cross-Links

• PubChem: 162846464
• LOTUS: LTS0226320
• wikiData: Q105168662