7-(2,3-dihydroxy-3-methylbutyl)-6-methoxy-9H-[1,3]dioxolo[4,5-h]quinolin-8-one

Details

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Internal ID d16d07b2-26d6-4bdb-b93c-a5767723ce66
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
IUPAC Name 7-(2,3-dihydroxy-3-methylbutyl)-6-methoxy-9H-[1,3]dioxolo[4,5-h]quinolin-8-one
SMILES (Canonical) CC(C)(C(CC1=C(C2=C(C3=C(C=C2)OCO3)NC1=O)OC)O)O
SMILES (Isomeric) CC(C)(C(CC1=C(C2=C(C3=C(C=C2)OCO3)NC1=O)OC)O)O
InChI InChI=1S/C16H19NO6/c1-16(2,20)11(18)6-9-13(21-3)8-4-5-10-14(23-7-22-10)12(8)17-15(9)19/h4-5,11,18,20H,6-7H2,1-3H3,(H,17,19)
InChI Key FDPMWTPQUHILQG-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H19NO6
Molecular Weight 321.32 g/mol
Exact Mass 321.12123733 g/mol
Topological Polar Surface Area (TPSA) 97.20 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-(2,3-dihydroxy-3-methylbutyl)-6-methoxy-9H-[1,3]dioxolo[4,5-h]quinolin-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8318 83.18%
Caco-2 + 0.6752 67.52%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.4997 49.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9132 91.32%
OATP1B3 inhibitior + 0.9394 93.94%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.5817 58.17%
P-glycoprotein inhibitior - 0.9059 90.59%
P-glycoprotein substrate - 0.7675 76.75%
CYP3A4 substrate + 0.5328 53.28%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8413 84.13%
CYP3A4 inhibition - 0.5935 59.35%
CYP2C9 inhibition - 0.8553 85.53%
CYP2C19 inhibition - 0.8849 88.49%
CYP2D6 inhibition - 0.9087 90.87%
CYP1A2 inhibition + 0.7384 73.84%
CYP2C8 inhibition - 0.7450 74.50%
CYP inhibitory promiscuity - 0.5843 58.43%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5824 58.24%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.7425 74.25%
Skin irritation - 0.7935 79.35%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5240 52.40%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.6034 60.34%
skin sensitisation - 0.8473 84.73%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6549 65.49%
Acute Oral Toxicity (c) III 0.6160 61.60%
Estrogen receptor binding + 0.8355 83.55%
Androgen receptor binding + 0.6060 60.60%
Thyroid receptor binding + 0.6670 66.70%
Glucocorticoid receptor binding + 0.8628 86.28%
Aromatase binding + 0.6014 60.14%
PPAR gamma + 0.7623 76.23%
Honey bee toxicity - 0.8216 82.16%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.6857 68.57%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.04% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.43% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.92% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.89% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.50% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.37% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.96% 97.25%
CHEMBL213 P08588 Beta-1 adrenergic receptor 91.05% 95.56%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 90.07% 92.68%
CHEMBL3401 O75469 Pregnane X receptor 89.64% 94.73%
CHEMBL2535 P11166 Glucose transporter 88.79% 98.75%
CHEMBL4040 P28482 MAP kinase ERK2 86.39% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.61% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.05% 94.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.71% 94.80%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.30% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.28% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.17% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.64% 98.59%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.30% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.10% 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.
Myrsine africana
Orixa japonica

Cross-Links

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PubChem 6325747
NPASS NPC23140