[(2S)-2-[(E)-icos-11-enoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (E)-icos-11-enoate

Details

• Internal ID: bf115bdd-0b44-45b9-9d24-dc4444ef75fa
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
• IUPAC Name: [(2S)-2-[(E)-icos-11-enoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] (E)-icos-11-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCCCC=CCCCCCCCC
• SMILES (Isomeric): CCCCCCCC/C=C/CCCCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCCC/C=C/CCCCCCCC
• InChI: InChI=1S/C55H100O15/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-46(57)65-40-43(68-47(58)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)41-66-54-53(64)51(62)49(60)45(70-54)42-67-55-52(63)50(61)48(59)44(39-56)69-55/h17-20,43-45,48-56,59-64H,3-16,21-42H2,1-2H3/b19-17+,20-18+/t43-,44-,45-,48+,49+,50+,51+,52-,53-,54-,55+/m1/s1
• InChI Key: PNWCNBUNECUFCY-IHIQOVLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₁₀₀O₁₅
• Molecular Weight: 1001.40 g/mol
• Exact Mass: 1000.70622248 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 12.80
• Atomic LogP (AlogP): 8.72
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 44

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7132	71.32%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	0.7166	71.66%
OATP1B1 inhibitior	+	0.7705	77.05%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9199	91.99%
P-glycoprotein inhibitior	+	0.7231	72.31%
P-glycoprotein substrate	-	0.7375	73.75%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	-	0.6035	60.35%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7588	75.88%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	-	0.5854	58.54%
Thyroid receptor binding	-	0.5504	55.04%
Glucocorticoid receptor binding	-	0.4661	46.61%
Aromatase binding	+	0.5542	55.42%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.8518	85.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7358	73.58%
Fish aquatic toxicity	+	0.9599	95.99%

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	99.02%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	96.77%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.07%	85.94%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.00%	92.08%
CHEMBL299	P17252	Protein kinase C alpha	90.79%	98.03%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.38%	97.29%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.78%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.53%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.49%	96.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.92%	92.86%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.02%	92.32%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.96%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.22%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.34%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.58%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.55%	93.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.25%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.18%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.34%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.16%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	80.57%	94.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	80.54%	91.81%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.51%	96.90%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 162971152
• LOTUS: LTS0033309
• wikiData: Q105212238