[(1R,2R)-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-hydroxy-3-methylbutyl] acetate

Details

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Internal ID 3b512d1e-fe89-453f-9a44-cdd61034cb7f
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
IUPAC Name [(1R,2R)-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-hydroxy-3-methylbutyl] acetate
SMILES (Canonical) CC(C)C(C(OC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)OC(=O)C)O
SMILES (Isomeric) CC(C)[C@H]([C@H](OC1=C(C2=C(C=C1)C(=C3C=COC3=N2)OC)OC)OC(=O)C)O
InChI InChI=1S/C20H23NO7/c1-10(2)16(23)20(27-11(3)22)28-14-7-6-12-15(18(14)25-5)21-19-13(8-9-26-19)17(12)24-4/h6-10,16,20,23H,1-5H3/t16-,20+/m1/s1
InChI Key GVNWBELMQDFVHC-UZLBHIALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H23NO7
Molecular Weight 389.40 g/mol
Exact Mass 389.14745207 g/mol
Topological Polar Surface Area (TPSA) 100.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.28
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R)-1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-2-hydroxy-3-methylbutyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9539 95.39%
Caco-2 + 0.5129 51.29%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6234 62.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9524 95.24%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9141 91.41%
P-glycoprotein inhibitior - 0.5704 57.04%
P-glycoprotein substrate - 0.6704 67.04%
CYP3A4 substrate + 0.5496 54.96%
CYP2C9 substrate - 0.7968 79.68%
CYP2D6 substrate - 0.8172 81.72%
CYP3A4 inhibition - 0.6640 66.40%
CYP2C9 inhibition - 0.9068 90.68%
CYP2C19 inhibition - 0.7864 78.64%
CYP2D6 inhibition - 0.8946 89.46%
CYP1A2 inhibition + 0.7936 79.36%
CYP2C8 inhibition - 0.5935 59.35%
CYP inhibitory promiscuity - 0.5943 59.43%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4588 45.88%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9353 93.53%
Skin irritation - 0.8457 84.57%
Skin corrosion - 0.9710 97.10%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3977 39.77%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8589 85.89%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5759 57.59%
Acute Oral Toxicity (c) III 0.4970 49.70%
Estrogen receptor binding + 0.6594 65.94%
Androgen receptor binding + 0.6237 62.37%
Thyroid receptor binding + 0.6836 68.36%
Glucocorticoid receptor binding + 0.8501 85.01%
Aromatase binding + 0.7079 70.79%
PPAR gamma + 0.7157 71.57%
Honey bee toxicity - 0.7974 79.74%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity - 0.3648 36.48%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.47% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 93.05% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.82% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.62% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.03% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.69% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.59% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.01% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.80% 95.56%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 84.53% 92.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.83% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.42% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.58% 99.17%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.62% 96.67%
CHEMBL3401 O75469 Pregnane X receptor 80.58% 94.73%

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 ferganicum

Cross-Links

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PubChem 162900043
LOTUS LTS0250401
wikiData Q105021468