(3R)-5,6,8-trimethoxy-3-phenyl-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 0e6209af-2823-46f0-a163-a09ba9bd91da
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: (3R)-5,6,8-trimethoxy-3-phenyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): COC1=CC(=C(C2=C1C(=O)CC(C2)C3=CC=CC=C3)OC)OC
• SMILES (Isomeric): COC1=CC(=C(C2=C1C(=O)C[C@@H](C2)C3=CC=CC=C3)OC)OC
• InChI: InChI=1S/C19H20O4/c1-21-16-11-17(22-2)19(23-3)14-9-13(10-15(20)18(14)16)12-7-5-4-6-8-12/h4-8,11,13H,9-10H2,1-3H3/t13-/m1/s1
• InChI Key: QHUAHKVOVOXSBW-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9785	97.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7004	70.04%
P-glycoprotein inhibitior	+	0.7135	71.35%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7125	71.25%
CYP3A4 inhibition	-	0.5116	51.16%
CYP2C9 inhibition	-	0.7594	75.94%
CYP2C19 inhibition	+	0.5701	57.01%
CYP2D6 inhibition	-	0.9693	96.93%
CYP1A2 inhibition	+	0.8604	86.04%
CYP2C8 inhibition	+	0.5540	55.40%
CYP inhibitory promiscuity	+	0.6218	62.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9120	91.20%
Carcinogenicity (trinary)	Non-required	0.5192	51.92%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.7782	77.82%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6582	65.82%
Micronuclear	+	0.5818	58.18%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.5548	55.48%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	-	0.4853	48.53%
Thyroid receptor binding	+	0.6439	64.39%
Glucocorticoid receptor binding	+	0.7389	73.89%
Aromatase binding	-	0.6611	66.11%
PPAR gamma	-	0.5827	58.27%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	94.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.39%	91.11%
CHEMBL2535	P11166	Glucose transporter	91.77%	98.75%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	89.42%	93.31%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.29%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.47%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%

Plants that contains it

• Uvaria mocoli

Cross-Links

• PubChem: 162915137
• LOTUS: LTS0009617
• wikiData: Q105221143