5,7-Dihydroxy-8-methoxy-2-methyl-1,4-naphthalenedione

Details

• Internal ID: d4f3b899-39a4-4c4b-9525-6ded8fa3dd26
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,7-dihydroxy-8-methoxy-2-methylnaphthalene-1,4-dione
• InChI: InChI=1S/C12H10O5/c1-5-3-6(13)9-7(14)4-8(15)12(17-2)10(9)11(5)16/h3-4,14-15H,1-2H3
• InChI Key: LFUFYLCRQIQSLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 263744-75-8
• RefChem:101377
• DTXSID001214658
• 5,7-Dihydroxy-8-methoxy-2-methylnaphthalene-1,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7129	71.29%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6208	62.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9063	90.63%
P-glycoprotein inhibitior	-	0.9192	91.92%
P-glycoprotein substrate	-	0.9768	97.68%
CYP3A4 substrate	-	0.5685	56.85%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.8415	84.15%
CYP2C19 inhibition	+	0.6708	67.08%
CYP2D6 inhibition	-	0.6620	66.20%
CYP1A2 inhibition	+	0.8835	88.35%
CYP2C8 inhibition	-	0.9053	90.53%
CYP inhibitory promiscuity	+	0.8266	82.66%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9215	92.15%
Carcinogenicity (trinary)	Non-required	0.6032	60.32%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.9460	94.60%
Skin irritation	-	0.5582	55.82%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6625	66.25%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7180	71.80%
skin sensitisation	-	0.5956	59.56%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5849	58.49%
Acute Oral Toxicity (c)	III	0.4121	41.21%
Estrogen receptor binding	+	0.7122	71.22%
Androgen receptor binding	-	0.5190	51.90%
Thyroid receptor binding	-	0.7141	71.41%
Glucocorticoid receptor binding	+	0.6083	60.83%
Aromatase binding	-	0.6716	67.16%
PPAR gamma	-	0.6811	68.11%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	95.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.38%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.48%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.15%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.71%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.69%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.03%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.02%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	84.29%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	81.86%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.14%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.42%	93.99%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 162914447
• LOTUS: LTS0163932
• wikiData: Q105151175