8-hydroxy-2-(8-hydroxy-4-methoxy-6-methyl-1-oxo-4H-naphthalen-2-yl)-4-methoxy-6-methyl-4H-naphthalen-1-one

Details

• Internal ID: f3cfb108-84c4-4446-ae28-615757ea4712
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 8-hydroxy-2-(8-hydroxy-4-methoxy-6-methyl-1-oxo-4H-naphthalen-2-yl)-4-methoxy-6-methyl-4H-naphthalen-1-one
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C(=CC2OC)C3=CC(C4=C(C3=O)C(=CC(=C4)C)O)OC
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C(=CC2OC)C3=CC(C4=C(C3=O)C(=CC(=C4)C)O)OC
• InChI: InChI=1S/C24H22O6/c1-11-5-15-19(29-3)9-13(23(27)21(15)17(25)7-11)14-10-20(30-4)16-6-12(2)8-18(26)22(16)24(14)28/h5-10,19-20,25-26H,1-4H3
• InChI Key: BCJZNJYVRTUZBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₆
• Molecular Weight: 406.40 g/mol
• Exact Mass: 406.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.5820	58.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8744	87.44%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.8636	86.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7079	70.79%
P-glycoprotein inhibitior	+	0.6736	67.36%
P-glycoprotein substrate	-	0.9485	94.85%
CYP3A4 substrate	-	0.5259	52.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.7013	70.13%
CYP2C9 inhibition	+	0.7038	70.38%
CYP2C19 inhibition	+	0.6787	67.87%
CYP2D6 inhibition	-	0.8289	82.89%
CYP1A2 inhibition	+	0.8682	86.82%
CYP2C8 inhibition	-	0.7373	73.73%
CYP inhibitory promiscuity	+	0.8217	82.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8152	81.52%
Carcinogenicity (trinary)	Non-required	0.5058	50.58%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.9729	97.29%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5133	51.33%
Acute Oral Toxicity (c)	II	0.4926	49.26%
Estrogen receptor binding	+	0.7465	74.65%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.6590	65.90%
Aromatase binding	-	0.6404	64.04%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.8707	87.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	94.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.46%	93.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.84%	94.80%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.06%	93.40%

Plants that contains it

• Euclea crispa

Cross-Links

• PubChem: 162897939
• LOTUS: LTS0090087
• wikiData: Q104923450