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

Details

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Internal ID 7e249db9-8388-400a-bdb6-398afefd5316
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name 11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
SMILES (Isomeric) CCCCCC(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@@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)CO)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)65-46-41(32(56)29(53)25(19-48)67-46)71-43-36(60)33(57)38(21(3)63-43)68-45-37(61)40(70-44-35(59)31(55)28(52)24(18-47)66-44)39(22(4)64-45)69-42-34(58)30(54)27(51)20(2)62-42/h20-25,27-48,51-61H,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 LJJIBKCHKKEYAS-OIDCBOCKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H82O25
Molecular Weight 1035.10 g/mol
Exact Mass 1034.51451810 g/mol
Topological Polar Surface Area (TPSA) 393.00 Ų
XlogP -1.30
Atomic LogP (AlogP) -3.27
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6790 67.90%
Caco-2 - 0.8697 86.97%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7992 79.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.8516 85.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7217 72.17%
P-glycoprotein inhibitior + 0.7224 72.24%
P-glycoprotein substrate - 0.6229 62.29%
CYP3A4 substrate + 0.6434 64.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7143 71.43%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.9124 91.24%
CYP2C8 inhibition - 0.7300 73.00%
CYP inhibitory promiscuity - 0.9684 96.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7418 74.18%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.7871 78.71%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.8900 89.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7888 78.88%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9359 93.59%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.6778 67.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8100 81.00%
Acute Oral Toxicity (c) III 0.5965 59.65%
Estrogen receptor binding + 0.8070 80.70%
Androgen receptor binding + 0.5771 57.71%
Thyroid receptor binding - 0.5295 52.95%
Glucocorticoid receptor binding + 0.6158 61.58%
Aromatase binding + 0.6607 66.07%
PPAR gamma + 0.7070 70.70%
Honey bee toxicity - 0.8370 83.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5748 57.48%
Fish aquatic toxicity + 0.8126 81.26%

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
CHEMBL3060 Q9Y345 Glycine transporter 2 98.39% 99.17%
CHEMBL2581 P07339 Cathepsin D 97.06% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.40% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 93.75% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 93.41% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.55% 97.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.97% 97.86%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.33% 97.29%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.56% 92.08%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.78% 85.94%
CHEMBL3401 O75469 Pregnane X receptor 84.85% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.03% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.37% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.79% 96.00%
CHEMBL2001 Q9H244 Purinergic receptor P2Y12 81.77% 96.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.09% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 80.82% 93.31%
CHEMBL340 P08684 Cytochrome P450 3A4 80.53% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.28% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%

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.
Ipomoea purga

Cross-Links

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PubChem 162899128
LOTUS LTS0171431
wikiData Q103815855