4,6,8-Trihydroxy-3-methoxynaphthalene-1,2-dione

Details

• Internal ID: 1552478f-8d52-4602-9ce7-f4b182e398f5
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 4,6,8-trihydroxy-3-methoxynaphthalene-1,2-dione
• SMILES (Canonical): COC1=C(C2=C(C(=CC(=C2)O)O)C(=O)C1=O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=CC(=C2)O)O)C(=O)C1=O)O
• InChI: InChI=1S/C11H8O6/c1-17-11-8(14)5-2-4(12)3-6(13)7(5)9(15)10(11)16/h2-3,12-14H,1H3
• InChI Key: ROCCJGOTKBEILY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₈O₆
• Molecular Weight: 236.18 g/mol
• Exact Mass: 236.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.74
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.6188	61.88%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6221	62.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.9412	94.12%
P-glycoprotein inhibitior	-	0.9431	94.31%
P-glycoprotein substrate	-	0.9680	96.80%
CYP3A4 substrate	-	0.5490	54.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.5901	59.01%
CYP2C9 inhibition	+	0.8735	87.35%
CYP2C19 inhibition	+	0.5493	54.93%
CYP2D6 inhibition	-	0.7808	78.08%
CYP1A2 inhibition	+	0.9077	90.77%
CYP2C8 inhibition	-	0.7626	76.26%
CYP inhibitory promiscuity	+	0.7789	77.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9036	90.36%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9724	97.24%
Eye irritation	+	0.8911	89.11%
Skin irritation	+	0.5445	54.45%
Skin corrosion	-	0.8739	87.39%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8069	80.69%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6478	64.78%
skin sensitisation	-	0.6254	62.54%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.4470	44.70%
Estrogen receptor binding	+	0.6271	62.71%
Androgen receptor binding	+	0.5267	52.67%
Thyroid receptor binding	-	0.6591	65.91%
Glucocorticoid receptor binding	-	0.6937	69.37%
Aromatase binding	-	0.4882	48.82%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.8940	89.40%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	96.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.03%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.53%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.29%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.06%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	85.05%	91.49%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.80%	96.12%
CHEMBL2535	P11166	Glucose transporter	83.08%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.67%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.42%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162883786
• LOTUS: LTS0035506
• wikiData: Q105242053