(2R)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran

Details

• Internal ID: 64bce0e5-55ef-4eb4-ba4e-9e31f6a8133c
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R)-5-methoxy-2-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran
• InChI: InChI=1S/C16H16O3/c1-17-13-5-3-11(4-6-13)16-10-12-9-14(18-2)7-8-15(12)19-16/h3-9,16H,10H2,1-2H3/t16-/m1/s1
• InChI Key: KEACUMVIRAXAES-MRXNPFEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.38
• 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	+	0.8985	89.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.9697	96.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4855	48.55%
P-glycoprotein inhibitior	-	0.7437	74.37%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	-	0.5377	53.77%
CYP2C9 substrate	-	0.8153	81.53%
CYP2D6 substrate	+	0.6319	63.19%
CYP3A4 inhibition	-	0.6257	62.57%
CYP2C9 inhibition	+	0.9156	91.56%
CYP2C19 inhibition	+	0.9188	91.88%
CYP2D6 inhibition	-	0.7332	73.32%
CYP1A2 inhibition	+	0.9480	94.80%
CYP2C8 inhibition	-	0.9032	90.32%
CYP inhibitory promiscuity	+	0.9060	90.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8108	81.08%
Carcinogenicity (trinary)	Warning	0.4403	44.03%
Eye corrosion	-	0.9742	97.42%
Eye irritation	+	0.5856	58.56%
Skin irritation	-	0.8094	80.94%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7904	79.04%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.7387	73.87%
Estrogen receptor binding	+	0.7055	70.55%
Androgen receptor binding	+	0.5468	54.68%
Thyroid receptor binding	+	0.6272	62.72%
Glucocorticoid receptor binding	+	0.5633	56.33%
Aromatase binding	+	0.6744	67.44%
PPAR gamma	-	0.5911	59.11%
Honey bee toxicity	-	0.8879	88.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8708	87.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.70%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.15%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.93%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL3438	Q05513	Protein kinase C zeta	82.67%	88.48%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.80%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.79%	94.80%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	80.92%	95.55%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%

Plants that contains it

• Corsinia coriandrina

Cross-Links

• PubChem: 15741494
• LOTUS: LTS0178881
• wikiData: Q105139841