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

Details

• Internal ID: bebf54c5-142e-42b8-91a5-1691a8555654
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (11S)-11-[(2S,3S,4S,5S,6R)-3-[(2R,3R,4S,5S,6S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6S)-3-hydroxy-6-methyl-5-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-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)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O
• 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)C)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)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](O5)C)O)O)O)O)O)O
• InChI: InChI=1S/C46H82O23/c1-7-8-14-17-25(18-15-12-10-9-11-13-16-19-26(47)48)65-46-41(32(54)29(51)22(4)62-46)69-44-36(58)33(55)38(23(5)63-44)66-45-37(59)40(68-43-35(57)31(53)28(50)21(3)61-43)39(24(6)64-45)67-42-34(56)30(52)27(49)20(2)60-42/h20-25,27-46,49-59H,7-19H2,1-6H3,(H,47,48)/t20-,21+,22-,23+,24+,25+,27+,28-,29-,30-,31+,32+,33+,34+,35-,36-,37+,38-,39-,40+,41+,42+,43+,44-,45-,46-/m1/s1
• InChI Key: YEDUSUPYCXZPQV-FWKWEFFDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₂O₂₃
• Molecular Weight: 1003.10 g/mol
• Exact Mass: 1002.52468886 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7638	76.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.7885	78.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6892	68.92%
P-glycoprotein inhibitior	+	0.7278	72.78%
P-glycoprotein substrate	-	0.6032	60.32%
CYP3A4 substrate	+	0.6213	62.13%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.6825	68.25%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	-	0.7701	77.01%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7511	75.11%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.6812	68.12%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8031	80.31%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7740	77.40%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.8167	81.67%
Androgen receptor binding	-	0.5265	52.65%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	+	0.6351	63.51%
Aromatase binding	+	0.6701	67.01%
PPAR gamma	+	0.7063	70.63%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6865	68.65%
Fish aquatic toxicity	+	0.9235	92.35%

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	98.18%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	91.91%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.58%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.64%	97.36%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.50%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.58%	85.94%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	86.58%	97.86%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.18%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.07%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.74%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.96%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.81%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.86%	91.19%
CHEMBL1907	P15144	Aminopeptidase N	80.81%	93.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.70%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.11%	95.17%

Plants that contains it

• Ipomoea murucoides

Cross-Links

• PubChem: 162973094
• LOTUS: LTS0034252
• wikiData: Q105347181