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

Details

• Internal ID: a035e761-e601-4726-9892-63e093685019
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-hydroxy-6-(5-hydroxy-7-methyl-1,4-dioxonaphthalen-2-yl)-2-methoxy-7-methylnaphthalene-1,4-dione
• InChI: InChI=1S/C23H16O7/c1-9-4-11-19(14(24)5-9)15(25)7-13(21(11)27)18-10(2)6-12-20(23(18)29)16(26)8-17(30-3)22(12)28/h4-8,24,29H,1-3H3
• InChI Key: AHEXGVSONVMPTO-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): 3.09
• 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	+	0.9949	99.49%
Caco-2	+	0.6510	65.10%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7961	79.61%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.8477	84.77%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5433	54.33%
P-glycoprotein inhibitior	-	0.6307	63.07%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	+	0.5458	54.58%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.6601	66.01%
CYP2C9 inhibition	+	0.6880	68.80%
CYP2C19 inhibition	+	0.6353	63.53%
CYP2D6 inhibition	-	0.8312	83.12%
CYP1A2 inhibition	+	0.7974	79.74%
CYP2C8 inhibition	+	0.4523	45.23%
CYP inhibitory promiscuity	+	0.7513	75.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9117	91.17%
Carcinogenicity (trinary)	Non-required	0.5108	51.08%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.6768	67.68%
Skin irritation	-	0.7222	72.22%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5491	54.91%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6968	69.68%
skin sensitisation	-	0.8290	82.90%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4582	45.82%
Acute Oral Toxicity (c)	III	0.4119	41.19%
Estrogen receptor binding	+	0.8693	86.93%
Androgen receptor binding	+	0.5433	54.33%
Thyroid receptor binding	-	0.6533	65.33%
Glucocorticoid receptor binding	+	0.7120	71.20%
Aromatase binding	-	0.5631	56.31%
PPAR gamma	+	0.6713	67.13%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9953	99.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.42%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.91%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.93%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.24%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.16%	97.21%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.74%	92.68%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.60%	96.67%
CHEMBL2535	P11166	Glucose transporter	81.37%	98.75%

Plants that contains it

• Diospyros mannii

Cross-Links

• PubChem: 162939160
• LOTUS: LTS0243756
• wikiData: Q104912213