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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 56541695-1d81-4bf8-909d-1fc69ab5a7ef
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (11S)-11-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradecanoic acid
SMILES (Canonical) CCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C)O)OC4C(C(C(C(O4)C)O)O)O)O
SMILES (Isomeric) CCC[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)CO)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)O
InChI InChI=1S/C38H68O21/c1-4-12-19(13-10-8-6-5-7-9-11-14-22(41)42)54-37-33(28(48)25(45)20(15-39)55-37)59-38-34(29(49)26(46)21(16-40)56-38)58-36-31(51)32(24(44)18(3)53-36)57-35-30(50)27(47)23(43)17(2)52-35/h17-21,23-40,43-51H,4-16H2,1-3H3,(H,41,42)/t17-,18-,19-,20+,21+,23-,24-,25-,26-,27+,28-,29-,30+,31+,32+,33+,34+,35-,36-,37+,38-/m0/s1
InChI Key WUBQHJMOXALBIL-VHQTYGMZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H68O21
Molecular Weight 860.90 g/mol
Exact Mass 860.42530917 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.91
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7927 79.27%
Caco-2 - 0.8751 87.51%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8168 81.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8702 87.02%
OATP1B3 inhibitior + 0.8737 87.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5641 56.41%
P-glycoprotein inhibitior + 0.6850 68.50%
P-glycoprotein substrate - 0.6560 65.60%
CYP3A4 substrate + 0.6308 63.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7730 77.30%
CYP2C9 inhibition - 0.9030 90.30%
CYP2C19 inhibition - 0.8717 87.17%
CYP2D6 inhibition - 0.9310 93.10%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition - 0.7573 75.73%
CYP inhibitory promiscuity - 0.9652 96.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7218 72.18%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9082 90.82%
Skin irritation - 0.8202 82.02%
Skin corrosion - 0.9685 96.85%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7432 74.32%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9355 93.55%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity - 0.6333 63.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8598 85.98%
Acute Oral Toxicity (c) III 0.6547 65.47%
Estrogen receptor binding + 0.7475 74.75%
Androgen receptor binding + 0.5252 52.52%
Thyroid receptor binding - 0.5912 59.12%
Glucocorticoid receptor binding - 0.4704 47.04%
Aromatase binding + 0.6308 63.08%
PPAR gamma + 0.6189 61.89%
Honey bee toxicity - 0.8131 81.31%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.6737 67.37%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 97.67% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.39% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.54% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 92.79% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.61% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.87% 97.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 90.42% 97.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.04% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.32% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.19% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.06% 97.29%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.05% 92.32%
CHEMBL340 P08684 Cytochrome P450 3A4 81.50% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 80.81% 94.73%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Cuscuta chinensis

Cross-Links

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PubChem 162925749
LOTUS LTS0066998
wikiData Q105312949