[(2R,3R,4S,5R,6S)-4,5-diacetyloxy-6-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-methyloxan-3-yl] acetate

Details

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Internal ID f4080c13-3ac3-497e-8de4-71d084dddefa
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-4,5-diacetyloxy-6-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=C4C=COC4=N3)OC)OC)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C3=C(C=C2)C(=C4C=COC4=N3)OC)OC)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C25H27NO11/c1-11-19(34-12(2)27)22(35-13(3)28)23(36-14(4)29)25(33-11)37-17-8-7-15-18(21(17)31-6)26-24-16(9-10-32-24)20(15)30-5/h7-11,19,22-23,25H,1-6H3/t11-,19-,22+,23-,25+/m1/s1
InChI Key VEPUODFCYPKQKH-HZRFJJJYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H27NO11
Molecular Weight 517.50 g/mol
Exact Mass 517.15841068 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-4,5-diacetyloxy-6-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9600 96.00%
Caco-2 - 0.6254 62.54%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6119 61.19%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.9215 92.15%
OATP1B3 inhibitior + 0.9464 94.64%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9591 95.91%
P-glycoprotein inhibitior + 0.8845 88.45%
P-glycoprotein substrate - 0.7168 71.68%
CYP3A4 substrate + 0.6077 60.77%
CYP2C9 substrate - 0.7887 78.87%
CYP2D6 substrate - 0.8616 86.16%
CYP3A4 inhibition - 0.6217 62.17%
CYP2C9 inhibition - 0.8856 88.56%
CYP2C19 inhibition - 0.8791 87.91%
CYP2D6 inhibition - 0.9625 96.25%
CYP1A2 inhibition + 0.7895 78.95%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity + 0.5701 57.01%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4496 44.96%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.8601 86.01%
Skin corrosion - 0.9695 96.95%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8447 84.47%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.6243 62.43%
skin sensitisation - 0.8741 87.41%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.4862 48.62%
Acute Oral Toxicity (c) III 0.4956 49.56%
Estrogen receptor binding + 0.7699 76.99%
Androgen receptor binding + 0.6301 63.01%
Thyroid receptor binding + 0.7159 71.59%
Glucocorticoid receptor binding + 0.8192 81.92%
Aromatase binding + 0.5798 57.98%
PPAR gamma + 0.7038 70.38%
Honey bee toxicity - 0.8386 83.86%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6604 66.04%
Fish aquatic toxicity + 0.6814 68.14%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.55% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.23% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.47% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.59% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.54% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.98% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.23% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 85.92% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.17% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.79% 91.11%
CHEMBL5747 Q92793 CREB-binding protein 83.08% 95.12%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.32% 98.46%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.20% 94.45%

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.
Haplophyllum acutifolium

Cross-Links

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PubChem 163194445
LOTUS LTS0058508
wikiData Q105284763