8-Hydroxy-6-methyl-2-(3-methyl-5,8-dioxonaphthalen-2-yl)naphthalene-1,4-dione

Details

• Internal ID: c7429a2b-eea0-41b2-b491-668294b2ccee
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8-hydroxy-6-methyl-2-(3-methyl-5,8-dioxonaphthalen-2-yl)naphthalene-1,4-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=CC4=C(C=C3C)C(=O)C=CC4=O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C(=CC2=O)C3=CC4=C(C=C3C)C(=O)C=CC4=O
• InChI: InChI=1S/C22H14O5/c1-10-5-16-19(25)9-15(22(27)21(16)20(26)6-10)12-8-14-13(7-11(12)2)17(23)3-4-18(14)24/h3-9,26H,1-2H3
• InChI Key: VTUPRJZJFAZZDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₄O₅
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.08412354 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6023	60.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8910	89.10%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7311	73.11%
P-glycoprotein inhibitior	-	0.8304	83.04%
P-glycoprotein substrate	-	0.9006	90.06%
CYP3A4 substrate	-	0.5077	50.77%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	+	0.8799	87.99%
CYP2C19 inhibition	+	0.6540	65.40%
CYP2D6 inhibition	-	0.7963	79.63%
CYP1A2 inhibition	+	0.9104	91.04%
CYP2C8 inhibition	-	0.8687	86.87%
CYP inhibitory promiscuity	+	0.7699	76.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8188	81.88%
Carcinogenicity (trinary)	Non-required	0.5223	52.23%
Eye corrosion	-	0.9965	99.65%
Eye irritation	-	0.5685	56.85%
Skin irritation	-	0.5940	59.40%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.6464	64.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5702	57.02%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	-	0.6612	66.12%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5296	52.96%
Acute Oral Toxicity (c)	II	0.5327	53.27%
Estrogen receptor binding	+	0.8785	87.85%
Androgen receptor binding	+	0.7276	72.76%
Thyroid receptor binding	-	0.7443	74.43%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	-	0.5791	57.91%
PPAR gamma	+	0.7296	72.96%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.06%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.54%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.78%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.57%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.14%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.37%	96.67%
CHEMBL4208	P20618	Proteasome component C5	86.93%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.58%	93.40%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.87%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.42%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.13%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	80.35%	94.73%

Plants that contains it

• Euclea pseudebenus

Cross-Links

• PubChem: 163049317
• LOTUS: LTS0012047
• wikiData: Q105293016