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

Details

• Internal ID: f180ffa5-a71c-49ed-a219-2e01c0180cf1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (11S)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5S,6S)-3,4-dihydroxy-6-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)(C5C(C(C(C(O5)CO)O)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)CO)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O[C@H]3[C@@H]([C@]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)([C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C46H82O25/c1-5-6-12-15-23(16-13-10-8-7-9-11-14-17-26(49)50)66-44-38(32(56)29(53)25(19-48)68-44)70-42-36(60)33(57)37(21(3)64-42)69-45-39(61)46(62,41-34(58)31(55)28(52)24(18-47)67-41)40(22(4)65-45)71-43-35(59)30(54)27(51)20(2)63-43/h20-25,27-45,47-48,51-62H,5-19H2,1-4H3,(H,49,50)/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-/m0/s1
• InChI Key: YLJXXEFBWHSAKV-PQQXTKPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₈₂O₂₅
• Molecular Weight: 1035.10 g/mol
• Exact Mass: 1034.51451810 g/mol
• Topological Polar Surface Area (TPSA): 404.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.88
• H-Bond Acceptor: 24
• H-Bond Donor: 15
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5150	51.50%
Caco-2	-	0.8740	87.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8419	84.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.8533	85.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6372	63.72%
P-glycoprotein inhibitior	+	0.7322	73.22%
P-glycoprotein substrate	+	0.5515	55.15%
CYP3A4 substrate	+	0.6769	67.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8946	89.46%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9497	94.97%
CYP1A2 inhibition	-	0.9229	92.29%
CYP2C8 inhibition	+	0.4466	44.66%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7526	75.26%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8233	82.33%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7282	72.82%
skin sensitisation	-	0.9294	92.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6384	63.84%
Acute Oral Toxicity (c)	III	0.3621	36.21%
Estrogen receptor binding	+	0.8174	81.74%
Androgen receptor binding	+	0.6277	62.77%
Thyroid receptor binding	-	0.5456	54.56%
Glucocorticoid receptor binding	+	0.6339	63.39%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.7924	79.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5648	56.48%
Fish aquatic toxicity	+	0.8436	84.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.44%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.93%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	93.30%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.14%	97.36%
CHEMBL299	P17252	Protein kinase C alpha	89.97%	98.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.61%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.32%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.95%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.90%	96.90%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.99%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.71%	95.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.97%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.06%	97.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.51%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.18%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.93%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.58%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.35%	97.29%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	81.25%	85.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.17%	93.00%

Plants that contains it

• Operculina macrocarpa

Cross-Links

• PubChem: 101833923
• LOTUS: LTS0019160
• wikiData: Q105350157