5-Hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-2-methoxy-7-methylnaphthalene-1,4-dione

Details

• Internal ID: 6e4771f5-9717-4d4a-ab74-3884b54d1755
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-hydroxy-6-(4-hydroxy-2-methyl-5,8-dioxonaphthalen-1-yl)-2-methoxy-7-methylnaphthalene-1,4-dione
• InChI: InChI=1S/C23H16O7/c1-9-6-11-19(15(27)8-16(30-3)22(11)28)23(29)18(9)17-10(2)7-14(26)20-12(24)4-5-13(25)21(17)20/h4-8,26,29H,1-3H3
• InChI Key: XFQNRQWOUYWTKL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₆O₇
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.08960285 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.5324	53.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7096	70.96%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.8417	84.17%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4819	48.19%
P-glycoprotein inhibitior	-	0.7096	70.96%
P-glycoprotein substrate	-	0.8551	85.51%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.6599	65.99%
CYP2C9 inhibition	+	0.5520	55.20%
CYP2C19 inhibition	-	0.5338	53.38%
CYP2D6 inhibition	-	0.8471	84.71%
CYP1A2 inhibition	+	0.8132	81.32%
CYP2C8 inhibition	-	0.6338	63.38%
CYP inhibitory promiscuity	+	0.6921	69.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9038	90.38%
Carcinogenicity (trinary)	Non-required	0.4768	47.68%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.6622	66.22%
Skin irritation	-	0.7157	71.57%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6131	61.31%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6292	62.92%
skin sensitisation	-	0.8632	86.32%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6097	60.97%
Acute Oral Toxicity (c)	II	0.4792	47.92%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	+	0.6108	61.08%
Thyroid receptor binding	-	0.7289	72.89%
Glucocorticoid receptor binding	-	0.5551	55.51%
Aromatase binding	-	0.6528	65.28%
PPAR gamma	+	0.6075	60.75%
Honey bee toxicity	-	0.9245	92.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9948	99.48%

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	97.36%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.25%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.53%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.44%	92.68%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.33%	96.67%
CHEMBL4208	P20618	Proteasome component C5	87.93%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.39%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.85%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.34%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.51%	96.21%
CHEMBL2535	P11166	Glucose transporter	83.28%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.45%	99.23%

Plants that contains it

• Diospyros morrisiana

Cross-Links

• PubChem: 14237024
• LOTUS: LTS0019270
• wikiData: Q105327196