5-Hydroxy-3,7-dimethoxy-2-phenylnaphthalene-1,4-dione

Details

• Internal ID: 0b940e47-935c-42c5-b955-a679af5cfffc
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 5-hydroxy-3,7-dimethoxy-2-phenylnaphthalene-1,4-dione
• SMILES (Canonical): COC1=CC2=C(C(=C1)O)C(=O)C(=C(C2=O)C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=CC2=C(C(=C1)O)C(=O)C(=C(C2=O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C18H14O5/c1-22-11-8-12-15(13(19)9-11)17(21)18(23-2)14(16(12)20)10-6-4-3-5-7-10/h3-9,19H,1-2H3
• InChI Key: MJWUIOHNTXYHBI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.7132	71.32%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8392	83.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5558	55.58%
P-glycoprotein inhibitior	+	0.6988	69.88%
P-glycoprotein substrate	-	0.9778	97.78%
CYP3A4 substrate	-	0.5262	52.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8107	81.07%
CYP3A4 inhibition	-	0.5831	58.31%
CYP2C9 inhibition	+	0.7418	74.18%
CYP2C19 inhibition	+	0.6564	65.64%
CYP2D6 inhibition	-	0.8391	83.91%
CYP1A2 inhibition	+	0.8412	84.12%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.7454	74.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9017	90.17%
Carcinogenicity (trinary)	Non-required	0.5281	52.81%
Eye corrosion	-	0.9931	99.31%
Eye irritation	+	0.8139	81.39%
Skin irritation	-	0.6639	66.39%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6802	68.02%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6868	68.68%
Acute Oral Toxicity (c)	II	0.4912	49.12%
Estrogen receptor binding	+	0.8987	89.87%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.6931	69.31%
Aromatase binding	+	0.6784	67.84%
PPAR gamma	+	0.7219	72.19%
Honey bee toxicity	-	0.8909	89.09%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL2581	P07339	Cathepsin D	97.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.44%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.71%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.12%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.54%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.33%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.91%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.43%	95.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.62%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.43%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.22%	90.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.02%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.27%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162964816
• LOTUS: LTS0232396
• wikiData: Q105165709