6,8-dimethoxy-3-phenyl-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 143918f4-d4e5-4ad7-8d16-96741eb8f6e6
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 6,8-dimethoxy-3-phenyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): COC1=CC2=C(C(=O)CC(C2)C3=CC=CC=C3)C(=C1)OC
• SMILES (Isomeric): COC1=CC2=C(C(=O)CC(C2)C3=CC=CC=C3)C(=C1)OC
• InChI: InChI=1S/C18H18O3/c1-20-15-9-14-8-13(12-6-4-3-5-7-12)10-16(19)18(14)17(11-15)21-2/h3-7,9,11,13H,8,10H2,1-2H3
• InChI Key: ZKZNOFYUBQQVPQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.30 g/mol
• Exact Mass: 282.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	+	0.9267	92.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8821	88.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9542	95.42%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5673	56.73%
P-glycoprotein inhibitior	-	0.4550	45.50%
P-glycoprotein substrate	-	0.9227	92.27%
CYP3A4 substrate	-	0.5125	51.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7125	71.25%
CYP3A4 inhibition	-	0.6718	67.18%
CYP2C9 inhibition	+	0.6011	60.11%
CYP2C19 inhibition	+	0.7609	76.09%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	+	0.9317	93.17%
CYP2C8 inhibition	-	0.6444	64.44%
CYP inhibitory promiscuity	+	0.6306	63.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8155	81.55%
Carcinogenicity (trinary)	Non-required	0.4949	49.49%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.7056	70.56%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3719	37.19%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.5992	59.92%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.6213	62.13%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	+	0.6073	60.73%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.5782	57.82%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9636	96.36%

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	97.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.56%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.39%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.13%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	84.39%	93.31%
CHEMBL2535	P11166	Glucose transporter	83.91%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.64%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.26%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.68%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.61%	90.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.27%	94.03%

Plants that contains it

• Uvaria mocoli

Cross-Links

• PubChem: 162867496
• LOTUS: LTS0227224
• wikiData: Q105378816