2-O-beta-D-Glucopyranosyl-beta-D-glucopyranose 1-octanoate

Details

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Internal ID 763ef9a0-866b-43ec-980b-9b696230f34e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] octanoate
SMILES (Canonical) CCCCCCCC(=O)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) CCCCCCCC(=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
InChI InChI=1S/C20H36O12/c1-2-3-4-5-6-7-12(23)31-20-18(16(27)14(25)11(9-22)30-20)32-19-17(28)15(26)13(24)10(8-21)29-19/h10-11,13-22,24-28H,2-9H2,1H3/t10-,11-,13-,14-,15+,16+,17-,18-,19+,20+/m1/s1
InChI Key PKTOHQWFHRKNMN-SYVJZRHHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H36O12
Molecular Weight 468.50 g/mol
Exact Mass 468.22067658 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -2.49
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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2-O-beta-D-Glucopyranosyl-beta-D-glucopyranose 1-octanoate

2D Structure

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2D Structure of 2-O-beta-D-Glucopyranosyl-beta-D-glucopyranose 1-octanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7454 74.54%
Caco-2 - 0.8601 86.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8326 83.26%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8741 87.41%
OATP1B3 inhibitior + 0.9021 90.21%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.8343 83.43%
P-glycoprotein inhibitior - 0.7633 76.33%
P-glycoprotein substrate - 0.8993 89.93%
CYP3A4 substrate + 0.5501 55.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8821 88.21%
CYP3A4 inhibition - 0.8790 87.90%
CYP2C9 inhibition - 0.8831 88.31%
CYP2C19 inhibition - 0.7899 78.99%
CYP2D6 inhibition - 0.9155 91.55%
CYP1A2 inhibition - 0.8719 87.19%
CYP2C8 inhibition - 0.8614 86.14%
CYP inhibitory promiscuity - 0.9221 92.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7173 71.73%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.8078 80.78%
Skin corrosion - 0.9657 96.57%
Ames mutagenesis - 0.9300 93.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4555 45.55%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.8519 85.19%
skin sensitisation - 0.9249 92.49%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity - 0.7222 72.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.5614 56.14%
Acute Oral Toxicity (c) III 0.5378 53.78%
Estrogen receptor binding + 0.6488 64.88%
Androgen receptor binding - 0.5770 57.70%
Thyroid receptor binding - 0.5506 55.06%
Glucocorticoid receptor binding - 0.5467 54.67%
Aromatase binding + 0.6940 69.40%
PPAR gamma - 0.5282 52.82%
Honey bee toxicity - 0.8922 89.22%
Biodegradation + 0.5250 52.50%
Crustacea aquatic toxicity + 0.5715 57.15%
Fish aquatic toxicity + 0.8516 85.16%

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 96.84% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.69% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 95.09% 92.50%
CHEMBL2581 P07339 Cathepsin D 94.20% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.93% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 92.83% 97.29%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 92.79% 85.94%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 91.70% 92.08%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.86% 92.86%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.34% 97.25%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.05% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.83% 94.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.77% 82.50%
CHEMBL2996 Q05655 Protein kinase C delta 84.35% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 83.97% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 83.84% 98.03%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.92% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.50% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.53% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.39% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.77% 96.95%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 80.42% 91.81%

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.
Morinda citrifolia

Cross-Links

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PubChem 16680920
NPASS NPC241265
LOTUS LTS0166514
wikiData Q105210650