5-Hydroxy-2-methoxy-6,7-dimethyl-1,4-naphthoquinone

Details

• Internal ID: eadb531a-238d-47e2-bc8b-24410a58018b
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-hydroxy-2-methoxy-6,7-dimethylnaphthalene-1,4-dione
• InChI: InChI=1S/C13H12O4/c1-6-4-8-11(12(15)7(6)2)9(14)5-10(17-3)13(8)16/h4-5,15H,1-3H3
• InChI Key: MPFGBVOQQFFFSU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 4
• 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	+	0.9962	99.62%
Caco-2	+	0.7764	77.64%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9062	90.62%
P-glycoprotein inhibitior	-	0.9062	90.62%
P-glycoprotein substrate	-	0.9184	91.84%
CYP3A4 substrate	-	0.5390	53.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.5470	54.70%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.8847	88.47%
CYP2C8 inhibition	-	0.7552	75.52%
CYP inhibitory promiscuity	+	0.5439	54.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9156	91.56%
Carcinogenicity (trinary)	Non-required	0.5161	51.61%
Eye corrosion	-	0.9759	97.59%
Eye irritation	+	0.7684	76.84%
Skin irritation	-	0.6029	60.29%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7323	73.23%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6593	65.93%
skin sensitisation	-	0.7584	75.84%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5623	56.23%
Acute Oral Toxicity (c)	II	0.6618	66.18%
Estrogen receptor binding	+	0.7286	72.86%
Androgen receptor binding	-	0.5550	55.50%
Thyroid receptor binding	-	0.7878	78.78%
Glucocorticoid receptor binding	-	0.7156	71.56%
Aromatase binding	-	0.5235	52.35%
PPAR gamma	-	0.6033	60.33%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9847	98.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.57%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.41%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.74%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.36%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.50%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.66%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.23%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.17%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.91%	97.21%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.90%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.32%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.19%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683121
• LOTUS: LTS0042004
• wikiData: Q105169476