(11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3S)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid

Details

• Internal ID: 7133801b-c5e0-449e-9fe5-b08e93fd4134
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2S,3S)-3-hydroxy-2-methylbutanoyl]oxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyl-3-[(2S)-2-methylbutanoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)OC(=O)C(C)C(C)O)O)O)O)OC(=O)C(C)CC
• SMILES (Isomeric): CCCCC[C@H](CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)OC(=O)[C@@H](C)[C@H](C)O)O)O)O)OC(=O)[C@@H](C)CC
• InChI: InChI=1S/C50H88O23/c1-9-11-17-20-30(21-18-15-13-12-14-16-19-22-32(53)54)67-48-42(35(57)33(55)27(6)64-48)73-50-43(36(58)34(56)31(23-51)68-50)72-49-44(70-45(62)24(3)10-2)39(61)41(29(8)66-49)71-47-38(60)37(59)40(28(7)65-47)69-46(63)25(4)26(5)52/h24-31,33-44,47-52,55-61H,9-23H2,1-8H3,(H,53,54)/t24-,25-,26-,27+,28+,29-,30+,31+,33+,34-,35-,36-,37+,38+,39+,40+,41-,42+,43+,44+,47-,48-,49-,50-/m0/s1
• InChI Key: INEYXFPANCJADM-QUELTHAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₈O₂₃
• Molecular Weight: 1057.20 g/mol
• Exact Mass: 1056.57163905 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6575	65.75%
Caco-2	-	0.8704	87.04%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8409	84.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8211	82.11%
OATP1B3 inhibitior	+	0.8312	83.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8812	88.12%
P-glycoprotein inhibitior	+	0.7376	73.76%
P-glycoprotein substrate	+	0.5440	54.40%
CYP3A4 substrate	+	0.6810	68.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	+	0.5443	54.43%
CYP2C9 inhibition	-	0.8965	89.65%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9358	93.58%
CYP1A2 inhibition	-	0.9043	90.43%
CYP2C8 inhibition	+	0.4721	47.21%
CYP inhibitory promiscuity	-	0.9758	97.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7691	76.91%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6669	66.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8190	81.90%
Acute Oral Toxicity (c)	III	0.5994	59.94%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7399	73.99%
Aromatase binding	+	0.6414	64.14%
PPAR gamma	+	0.7635	76.35%
Honey bee toxicity	-	0.7767	77.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5252	52.52%
Fish aquatic toxicity	+	0.8955	89.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.80%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	94.42%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.06%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.89%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.19%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.96%	85.94%
CHEMBL299	P17252	Protein kinase C alpha	92.58%	98.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.41%	97.36%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.52%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.07%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.79%	92.08%
CHEMBL2996	Q05655	Protein kinase C delta	86.77%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.39%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.21%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.90%	94.73%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.67%	92.32%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.27%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.11%	97.86%
CHEMBL3776	Q14790	Caspase-8	83.83%	97.06%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.36%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.02%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.95%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.94%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	81.91%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.85%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.45%	82.50%
CHEMBL237	P41145	Kappa opioid receptor	80.75%	98.10%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.33%	83.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.31%	97.31%

Plants that contains it

• Ipomoea orizabensis

Cross-Links

• PubChem: 162965505
• LOTUS: LTS0115687
• wikiData: Q105116180