[2-[6-(Acetyloxymethyl)-2,4,5-trihydroxyoxan-3-yl]oxy-5-(3-hydroxy-2-methylbutanoyl)oxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 11-hydroxytetradecanoate

Details

• Internal ID: f51ee0e7-907d-4499-9661-2b2cc417dea5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [2-[6-(acetyloxymethyl)-2,4,5-trihydroxyoxan-3-yl]oxy-5-(3-hydroxy-2-methylbutanoyl)oxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 11-hydroxytetradecanoate
• SMILES (Canonical): CCCC(CCCCCCCCCC(=O)OC1C(C(C(OC1OC2C(C(C(OC2O)COC(=O)C)O)O)C)OC(=O)C(C)C(C)O)OC3C(C(C(C(O3)C)O)O)O)O
• SMILES (Isomeric): CCCC(CCCCCCCCCC(=O)OC1C(C(C(OC1OC2C(C(C(OC2O)COC(=O)C)O)O)C)OC(=O)C(C)C(C)O)OC3C(C(C(C(O3)C)O)O)O)O
• InChI: InChI=1S/C39H68O19/c1-7-15-24(42)16-13-11-9-8-10-12-14-17-26(43)55-35-34(58-38-31(48)29(46)27(44)21(4)52-38)32(56-36(49)19(2)20(3)40)22(5)53-39(35)57-33-30(47)28(45)25(54-37(33)50)18-51-23(6)41/h19-22,24-25,27-35,37-40,42,44-48,50H,7-18H2,1-6H3
• InChI Key: ILISZMQNBBRTRZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₈O₁₉
• Molecular Weight: 840.90 g/mol
• Exact Mass: 840.43547994 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6150	61.50%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.8216	82.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9191	91.91%
P-glycoprotein inhibitior	+	0.6961	69.61%
P-glycoprotein substrate	+	0.5881	58.81%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.5556	55.56%
CYP2C9 inhibition	-	0.9055	90.55%
CYP2C19 inhibition	-	0.8705	87.05%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.9153	91.53%
CYP2C8 inhibition	+	0.4834	48.34%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7557	75.57%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.7609	76.09%
Skin corrosion	-	0.9578	95.78%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4313	43.13%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5641	56.41%
skin sensitisation	-	0.9345	93.45%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6089	60.89%
Acute Oral Toxicity (c)	III	0.5964	59.64%
Estrogen receptor binding	+	0.8075	80.75%
Androgen receptor binding	-	0.5346	53.46%
Thyroid receptor binding	-	0.5954	59.54%
Glucocorticoid receptor binding	+	0.6236	62.36%
Aromatase binding	+	0.5813	58.13%
PPAR gamma	+	0.6449	64.49%
Honey bee toxicity	-	0.7344	73.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5735	57.35%
Fish aquatic toxicity	+	0.9403	94.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.15%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.08%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.08%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	93.87%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.59%	96.47%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	89.94%	82.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.42%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.81%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.27%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	88.07%	98.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.85%	95.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.69%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.68%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.47%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.00%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.87%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.27%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.07%	97.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.81%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.28%	92.86%
CHEMBL1951	P21397	Monoamine oxidase A	83.19%	91.49%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.84%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.30%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.24%	98.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.07%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	80.67%	98.03%
CHEMBL236	P41143	Delta opioid receptor	80.53%	99.35%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.39%	95.00%

Plants that contains it

• Cuscuta chinensis

Cross-Links

• PubChem: 85203260
• LOTUS: LTS0162931
• wikiData: Q105115220