Quinolacetic acid

Details

• Internal ID: 6b0ad6fe-fa09-4c8c-9011-12b0ea4d5c14
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetic acid
• SMILES (Canonical): C1=CC(C=CC1=O)(CC(=O)O)O
• SMILES (Isomeric): C1=CC(C=CC1=O)(CC(=O)O)O
• InChI: InChI=1S/C8H8O4/c9-6-1-3-8(12,4-2-6)5-7(10)11/h1-4,12H,5H2,(H,10,11)
• InChI Key: RFJUCKOEXRTZPN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₄
• Molecular Weight: 168.15 g/mol
• Exact Mass: 168.04225873 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 55604-87-0
• 5QED2ML5KK
• 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetic acid
• 2,5-Cyclohexadiene-1-acetic acid, 1-hydroxy-4-oxo-
• UNII-5QED2ML5KK
• 1-Hydroxy-4-oxo-2,5-cyclohexadiene-1-acetic acid
• SCHEMBL2942094
• DTXSID90204151
• CHEBI:168715
• Q15424783
• 2-(1-hydroxy-4-oxo-1-cyclohexa-2,5-dienyl)acetic acid
• 2-(1-HYDROXY-4-OXO-2,5-CYCLOHEXADIEN-1-YL)ACETIC ACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8702	87.02%
Caco-2	+	0.8693	86.93%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9875	98.75%
P-glycoprotein substrate	-	0.9788	97.88%
CYP3A4 substrate	-	0.7048	70.48%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.6825	68.25%
CYP2C9 inhibition	-	0.9392	93.92%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9724	97.24%
CYP2C8 inhibition	-	0.9671	96.71%
CYP inhibitory promiscuity	-	0.9818	98.18%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7598	75.98%
Carcinogenicity (trinary)	Non-required	0.6915	69.15%
Eye corrosion	-	0.9047	90.47%
Eye irritation	+	0.9954	99.54%
Skin irritation	+	0.6034	60.34%
Skin corrosion	-	0.8307	83.07%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9520	95.20%
Micronuclear	+	0.5518	55.18%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.5628	56.28%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6557	65.57%
Acute Oral Toxicity (c)	III	0.8208	82.08%
Estrogen receptor binding	-	0.9096	90.96%
Androgen receptor binding	-	0.8038	80.38%
Thyroid receptor binding	-	0.8320	83.20%
Glucocorticoid receptor binding	-	0.9085	90.85%
Aromatase binding	-	0.7539	75.39%
PPAR gamma	-	0.5336	53.36%
Honey bee toxicity	-	0.9741	97.41%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.4347	43.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.40%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.65%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.32%	96.09%
CHEMBL4208	P20618	Proteasome component C5	81.25%	90.00%

Plants that contains it

• Ajuga parviflora
• Senecio scandens

Cross-Links

• PubChem: 6453213
• NPASS: NPC58284
• LOTUS: LTS0151856
• wikiData: Q15424783