[(R)-1,5-Dimethyl-1-vinyl-4-hexenyl]6-O-(beta-D-xylo-pentopyranosyl)-beta-D-glucopyranoside

Details

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Internal ID 9d310ea3-7ebc-4f92-8721-86526b458a6f
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)-2-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCC[C@](C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)C
InChI InChI=1S/C21H36O10/c1-5-21(4,8-6-7-11(2)3)31-20-18(27)16(25)15(24)13(30-20)10-29-19-17(26)14(23)12(22)9-28-19/h5,7,12-20,22-27H,1,6,8-10H2,2-4H3/t12-,13-,14+,15-,16+,17-,18-,19+,20+,21+/m1/s1
InChI Key OKNPZRJNRSGKME-ZKRIFWAISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H36O10
Molecular Weight 448.50 g/mol
Exact Mass 448.23084734 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -1.04
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(R)-1,5-Dimethyl-1-vinyl-4-hexenyl]6-O-(beta-D-xylo-pentopyranosyl)-beta-D-glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5627 56.27%
Caco-2 - 0.8186 81.86%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7699 76.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9050 90.50%
OATP1B3 inhibitior + 0.8243 82.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.6354 63.54%
P-glycoprotein inhibitior - 0.7183 71.83%
P-glycoprotein substrate - 0.8190 81.90%
CYP3A4 substrate + 0.6139 61.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8282 82.82%
CYP3A4 inhibition - 0.9366 93.66%
CYP2C9 inhibition - 0.8032 80.32%
CYP2C19 inhibition - 0.8300 83.00%
CYP2D6 inhibition - 0.9375 93.75%
CYP1A2 inhibition - 0.8892 88.92%
CYP2C8 inhibition - 0.7069 70.69%
CYP inhibitory promiscuity - 0.9480 94.80%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6787 67.87%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9654 96.54%
Skin irritation - 0.6907 69.07%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6958 69.58%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5734 57.34%
skin sensitisation - 0.8120 81.20%
Respiratory toxicity - 0.6889 68.89%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7291 72.91%
Acute Oral Toxicity (c) III 0.6738 67.38%
Estrogen receptor binding + 0.5391 53.91%
Androgen receptor binding - 0.6837 68.37%
Thyroid receptor binding + 0.5372 53.72%
Glucocorticoid receptor binding - 0.4721 47.21%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.6578 65.78%
Honey bee toxicity - 0.6841 68.41%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9291 92.91%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.74% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.11% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.22% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.10% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.28% 98.95%
CHEMBL5957 P21589 5'-nucleotidase 86.38% 97.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.76% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.87% 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.
Glycyrrhiza uralensis

Cross-Links

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PubChem 10972371
NPASS NPC153497