Kynurenic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	e2945d19-3a3c-492f-9b94-37dcf44ccf5e
Taxonomy	Organoheterocyclic compounds > Quinolines and derivatives > Quinoline carboxylic acids
IUPAC Name	4-oxo-1H-quinoline-2-carboxylic acid
SMILES (Canonical)	C1=CC=C2C(=C1)C(=O)C=C(N2)C(=O)O
SMILES (Isomeric)	C1=CC=C2C(=C1)C(=O)C=C(N2)C(=O)O
InChI	InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
InChI Key	HCZHHEIFKROPDY-UHFFFAOYSA-N
Popularity	5,185 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₀H₇NO₃
Molecular Weight	189.17 g/mol
Exact Mass	189.042593085 g/mol
Topological Polar Surface Area (TPSA)	66.40 Å²
XlogP	1.30
Atomic LogP (AlogP)	1.23
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

Top

4-Hydroxyquinoline-2-carboxylic acid

492-27-3

13593-94-7

Kynurenate

Transtorine

4-oxo-1,4-dihydroquinoline-2-carboxylic acid

Quinurenic acid

4-Hydroxyquinaldic acid

4-Hydroxy-2-quinolincarboxylic acid

Kinurenic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	-	0.5619	56.19%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7434	74.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.9818	98.18%
P-glycoprotein substrate	-	0.9823	98.23%
CYP3A4 substrate	-	0.6502	65.02%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.9047	90.47%
CYP3A4 inhibition	-	0.9743	97.43%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.8563	85.63%
CYP inhibitory promiscuity	-	0.9767	97.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9050	90.50%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9968	99.68%
Eye irritation	+	0.9809	98.09%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9091	90.91%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6698	66.98%
skin sensitisation	-	0.9006	90.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6065	60.65%
Acute Oral Toxicity (c)	III	0.5937	59.37%
Estrogen receptor binding	-	0.7852	78.52%
Androgen receptor binding	-	0.4947	49.47%
Thyroid receptor binding	-	0.6647	66.47%
Glucocorticoid receptor binding	+	0.6229	62.29%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	+	0.5965	59.65%
Honey bee toxicity	-	0.9691	96.91%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4392	43.92%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	19952.6 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL2524	P06280	Alpha-galactosidase A	8912.5 nM	Potency	via CMAUP
CHEMBL3201	P35869	Aryl hydrocarbon receptor	300 nM 300 nM	EC50 EC50	PMID: 23713606 via Super-PRED
CHEMBL3356	P05177	Cytochrome P450 1A2	39810.72 nM	AC50	via CMAUP
CHEMBL3622	P33261	Cytochrome P450 2C19	19952.6 nM	Potency	via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	39810.7 nM 10000 nM 31622.8 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM 12589.3 nM 35481.3 nM	Potency Potency Potency	via CMAUP via CMAUP via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	251.2 nM 251.2 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL4040	P28482	MAP kinase ERK2	31622.8 nM	Potency	via CMAUP
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	7000 nM	IC50	PMID: 23713606

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.11%	94.62%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.18%	98.75%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.50%	94.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.80%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.64%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.99%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.61%	92.67%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.75%	94.08%

Plants that contains it

Top

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.

Hansenia weberbaueriana

Taraxacum coreanum

Taraxacum mongolicum

Taraxacum officinale

Taraxacum platycarpum

Taraxacum sinicum