2,8-Dihydroxy-4-quinolinecarboxylic acid

Details

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Internal ID 7079d98a-714b-4457-8aec-b7503e0c716d
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
IUPAC Name 8-hydroxy-2-oxo-1H-quinoline-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C10H7NO4/c12-7-3-1-2-5-6(10(14)15)4-8(13)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)
InChI Key DVEVPRIOUKVFAM-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C10H7NO4
Molecular Weight 205.17 g/mol
Exact Mass 205.03750770 g/mol
Topological Polar Surface Area (TPSA) 86.60 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.93
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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30536-55-1
2,8-dihydroxy-4-quinolinecarboxylic acid
8-HYDROXY-2-OXO-1H-QUINOLINE-4-CARBOXYLIC ACID
JL3EK47T4D
1,2-Dihydro-8-hydroxy-2-oxo-4-quinolinecarboxylic acid
8-Hydroxy-2-oxo-1,2-dihydroquinoline-4-carboxylic acid
4-Quinolinecarboxylic acid, 1,2-dihydro-8-hydroxy-2-oxo-
8-Oxidanyl-2-oxidanylidene-1H-quinoline-4-carboxylic acid
UNII-JL3EK47T4D
2,8-Dihydroxycinchoninic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2,8-Dihydroxy-4-quinolinecarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9315 93.15%
Caco-2 - 0.7761 77.61%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6035 60.35%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9635 96.35%
OATP1B3 inhibitior + 0.9643 96.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9545 95.45%
P-glycoprotein inhibitior - 0.9781 97.81%
P-glycoprotein substrate - 0.9415 94.15%
CYP3A4 substrate - 0.6686 66.86%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.8718 87.18%
CYP3A4 inhibition - 0.9732 97.32%
CYP2C9 inhibition - 0.9268 92.68%
CYP2C19 inhibition - 0.9742 97.42%
CYP2D6 inhibition - 0.9355 93.55%
CYP1A2 inhibition - 0.6313 63.13%
CYP2C8 inhibition - 0.8526 85.26%
CYP inhibitory promiscuity - 0.9851 98.51%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9062 90.62%
Carcinogenicity (trinary) Non-required 0.6816 68.16%
Eye corrosion - 0.9962 99.62%
Eye irritation + 0.9400 94.00%
Skin irritation - 0.7785 77.85%
Skin corrosion - 0.9828 98.28%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8699 86.99%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.7125 71.25%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.6470 64.70%
Acute Oral Toxicity (c) III 0.6317 63.17%
Estrogen receptor binding - 0.5555 55.55%
Androgen receptor binding + 0.7880 78.80%
Thyroid receptor binding - 0.6496 64.96%
Glucocorticoid receptor binding + 0.8706 87.06%
Aromatase binding - 0.4829 48.29%
PPAR gamma + 0.5860 58.60%
Honey bee toxicity - 0.9796 97.96%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.9600 96.00%
Fish aquatic toxicity - 0.4344 43.44%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.64% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.01% 91.11%
CHEMBL2535 P11166 Glucose transporter 93.73% 98.75%
CHEMBL2581 P07339 Cathepsin D 93.51% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.54% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.14% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.07% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.41% 85.14%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.46% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.18% 94.80%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.09% 99.15%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.40% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.65% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.52% 91.71%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 80.81% 95.72%

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.
Zea mays

Cross-Links

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PubChem 13988328
LOTUS LTS0147618
wikiData Q82434556