Methyl 1-hydroxy-3,4-dioxonaphthalene-2-carboxylate

Details

• Internal ID: 972cbb6f-78e1-4401-9dd2-0080aba3e53d
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > Naphthalenecarboxylic acids
• IUPAC Name: methyl 1-hydroxy-3,4-dioxonaphthalene-2-carboxylate
• SMILES (Canonical): COC(=O)C1=C(C2=CC=CC=C2C(=O)C1=O)O
• SMILES (Isomeric): COC(=O)C1=C(C2=CC=CC=C2C(=O)C1=O)O
• InChI: InChI=1S/C12H8O5/c1-17-12(16)8-9(13)6-4-2-3-5-7(6)10(14)11(8)15/h2-5,13H,1H3
• InChI Key: WYOYDZSCHRXQLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₅
• Molecular Weight: 232.19 g/mol
• Exact Mass: 232.03717335 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.5840	58.40%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8033	80.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9766	97.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8620	86.20%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.9239	92.39%
CYP3A4 substrate	-	0.5421	54.21%
CYP2C9 substrate	-	0.6407	64.07%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	+	0.5548	55.48%
CYP2C19 inhibition	-	0.7230	72.30%
CYP2D6 inhibition	-	0.8203	82.03%
CYP1A2 inhibition	+	0.7722	77.22%
CYP2C8 inhibition	-	0.8305	83.05%
CYP inhibitory promiscuity	-	0.5890	58.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8435	84.35%
Carcinogenicity (trinary)	Non-required	0.5032	50.32%
Eye corrosion	-	0.9790	97.90%
Eye irritation	+	0.8921	89.21%
Skin irritation	-	0.5475	54.75%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8801	88.01%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.6910	69.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7546	75.46%
Acute Oral Toxicity (c)	IV	0.4060	40.60%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	-	0.6535	65.35%
Glucocorticoid receptor binding	+	0.6669	66.69%
Aromatase binding	+	0.5940	59.40%
PPAR gamma	+	0.5659	56.59%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9838	98.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.40%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.83%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.89%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.90%	86.33%

Plants that contains it

• Rubia oncotricha

Cross-Links

• PubChem: 57335471
• LOTUS: LTS0032178
• wikiData: Q105322462