2-(Hydroxymethyl)-5-methoxynaphthalene-1,4-dione

Details

• Internal ID: e06034f6-e23c-4b38-b0ae-9925aaba4423
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-(hydroxymethyl)-5-methoxynaphthalene-1,4-dione
• InChI: InChI=1S/C12H10O4/c1-16-10-4-2-3-8-11(10)9(14)5-7(6-13)12(8)15/h2-5,13H,6H2,1H3
• InChI Key: NKMFHJHDLUZSOF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.20 g/mol
• Exact Mass: 218.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 4
• 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	+	0.9974	99.74%
Caco-2	+	0.6341	63.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8473	84.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9372	93.72%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8959	89.59%
P-glycoprotein inhibitior	-	0.9626	96.26%
P-glycoprotein substrate	-	0.8157	81.57%
CYP3A4 substrate	+	0.5132	51.32%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8260	82.60%
CYP3A4 inhibition	-	0.6768	67.68%
CYP2C9 inhibition	+	0.7834	78.34%
CYP2C19 inhibition	+	0.7383	73.83%
CYP2D6 inhibition	-	0.8091	80.91%
CYP1A2 inhibition	+	0.9295	92.95%
CYP2C8 inhibition	-	0.8360	83.60%
CYP inhibitory promiscuity	+	0.8130	81.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8015	80.15%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.9406	94.06%
Skin irritation	-	0.6723	67.23%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7839	78.39%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6304	63.04%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8029	80.29%
Acute Oral Toxicity (c)	II	0.4563	45.63%
Estrogen receptor binding	+	0.8280	82.80%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	-	0.6233	62.33%
Glucocorticoid receptor binding	-	0.5573	55.73%
Aromatase binding	-	0.5168	51.68%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9700	97.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.52%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.41%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.83%	96.67%
CHEMBL2535	P11166	Glucose transporter	86.41%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	83.21%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.19%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.04%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.19%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.01%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.14%	85.14%

Plants that contains it

• Diospyros wallichii

Cross-Links

• PubChem: 13088589
• LOTUS: LTS0115118
• wikiData: Q105180652