Divaricataester C

Details

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Internal ID d7daf5df-d747-4f7f-9f7b-26458853eac8
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name ethyl 3-[7-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-5-yl]propanoate
SMILES (Canonical) CCOC(=O)CCC1=C(C(=C2C(=C1)C=CO2)OC)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) CCOC(=O)CCC1=C(C(=C2C(=C1)C=CO2)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C20H26O10/c1-3-27-13(22)5-4-10-8-11-6-7-28-17(11)19(26-2)18(10)30-20-16(25)15(24)14(23)12(9-21)29-20/h6-8,12,14-16,20-21,23-25H,3-5,9H2,1-2H3/t12-,14-,15+,16-,20+/m1/s1
InChI Key JBZOSIMGQSCTJQ-CTXHMNPMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H26O10
Molecular Weight 426.40 g/mol
Exact Mass 426.15259702 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.12
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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5-Benzofuranpropanoic acid, 6-(beta-D-glucopyranosyloxy)-7-methoxy-, ethyl ester
1049708-17-9

2D Structure

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2D Structure of Divaricataester C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6326 63.26%
Caco-2 - 0.7503 75.03%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8031 80.31%
OATP2B1 inhibitior - 0.8543 85.43%
OATP1B1 inhibitior + 0.8841 88.41%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.9212 92.12%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6670 66.70%
P-glycoprotein inhibitior - 0.6888 68.88%
P-glycoprotein substrate - 0.8312 83.12%
CYP3A4 substrate + 0.5910 59.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8446 84.46%
CYP3A4 inhibition - 0.8200 82.00%
CYP2C9 inhibition - 0.8370 83.70%
CYP2C19 inhibition - 0.6129 61.29%
CYP2D6 inhibition - 0.8871 88.71%
CYP1A2 inhibition - 0.6800 68.00%
CYP2C8 inhibition + 0.5519 55.19%
CYP inhibitory promiscuity - 0.6807 68.07%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6628 66.28%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9650 96.50%
Skin irritation - 0.8261 82.61%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3992 39.92%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8728 87.28%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8181 81.81%
Acute Oral Toxicity (c) III 0.5896 58.96%
Estrogen receptor binding + 0.7797 77.97%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding - 0.6006 60.06%
Glucocorticoid receptor binding + 0.6863 68.63%
Aromatase binding + 0.5578 55.78%
PPAR gamma + 0.5503 55.03%
Honey bee toxicity - 0.8325 83.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6955 69.55%
Fish aquatic toxicity + 0.9247 92.47%

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 97.03% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.60% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.31% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.75% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.13% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.51% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 89.41% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.00% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.88% 92.62%
CHEMBL220 P22303 Acetylcholinesterase 85.77% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.62% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.83% 89.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.18% 95.83%

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.
Saposhnikovia divaricata

Cross-Links

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PubChem 101866716
NPASS NPC171990