Methyl 2-(6-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-2-methylpropanoate

Details

• Internal ID: 51febf05-5dd9-4449-bef2-4ed419b34192
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: methyl 2-(6-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-2-methylpropanoate
• InChI: InChI=1S/C16H16O5/c1-8-5-10-9(6-12(8)17)13(18)7-11(14(10)19)16(2,3)15(20)21-4/h5-7,17H,1-4H3
• InChI Key: PDVXBCUFVOUGIK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8428	84.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8777	87.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9094	90.94%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8756	87.56%
P-glycoprotein inhibitior	-	0.8549	85.49%
P-glycoprotein substrate	-	0.8614	86.14%
CYP3A4 substrate	+	0.5455	54.55%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.8791	87.91%
CYP3A4 inhibition	-	0.5548	55.48%
CYP2C9 inhibition	+	0.5695	56.95%
CYP2C19 inhibition	+	0.5397	53.97%
CYP2D6 inhibition	-	0.8072	80.72%
CYP1A2 inhibition	+	0.6016	60.16%
CYP2C8 inhibition	-	0.7632	76.32%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8286	82.86%
Carcinogenicity (trinary)	Non-required	0.4976	49.76%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5441	54.41%
Skin irritation	-	0.7036	70.36%
Skin corrosion	-	0.9765	97.65%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6194	61.94%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7407	74.07%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6263	62.63%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.6515	65.15%
Thyroid receptor binding	-	0.6599	65.99%
Glucocorticoid receptor binding	-	0.4738	47.38%
Aromatase binding	+	0.6213	62.13%
PPAR gamma	+	0.5581	55.81%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.22%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.37%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	85.42%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.38%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.81%	91.07%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.21%	90.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.97%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.85%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.83%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.00%	86.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.26%	95.52%

Plants that contains it

• Trigonostemon flavidus

Cross-Links

• PubChem: 162866861
• LOTUS: LTS0101480
• wikiData: Q105206789