4-(5-Methoxy-3-methyl-7-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol

Details

• Internal ID: e2ed2d3a-3faf-4473-9ec2-d13b47a9fc2e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-(5-methoxy-3-methyl-7-prop-2-enyl-2,3-dihydro-1-benzofuran-2-yl)phenol
• SMILES (Canonical): CC1C(OC2=C(C=C(C=C12)OC)CC=C)C3=CC=C(C=C3)O
• SMILES (Isomeric): CC1C(OC2=C(C=C(C=C12)OC)CC=C)C3=CC=C(C=C3)O
• InChI: InChI=1S/C19H20O3/c1-4-5-14-10-16(21-3)11-17-12(2)18(22-19(14)17)13-6-8-15(20)9-7-13/h4,6-12,18,20H,1,5H2,2-3H3
• InChI Key: UWKCQFHGYRGMCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.7952	79.52%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7109	71.09%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.7145	71.45%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5272	52.72%
P-glycoprotein inhibitior	-	0.6152	61.52%
P-glycoprotein substrate	-	0.8645	86.45%
CYP3A4 substrate	+	0.5337	53.37%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.4888	48.88%
CYP3A4 inhibition	+	0.6707	67.07%
CYP2C9 inhibition	+	0.8829	88.29%
CYP2C19 inhibition	+	0.9331	93.31%
CYP2D6 inhibition	-	0.7292	72.92%
CYP1A2 inhibition	+	0.8714	87.14%
CYP2C8 inhibition	+	0.7571	75.71%
CYP inhibitory promiscuity	+	0.9696	96.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8618	86.18%
Carcinogenicity (trinary)	Danger	0.4208	42.08%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7419	74.19%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.7109	71.09%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6099	60.99%
Acute Oral Toxicity (c)	III	0.5729	57.29%
Estrogen receptor binding	+	0.5699	56.99%
Androgen receptor binding	+	0.7054	70.54%
Thyroid receptor binding	+	0.6349	63.49%
Glucocorticoid receptor binding	-	0.5058	50.58%
Aromatase binding	+	0.6652	66.52%
PPAR gamma	+	0.5673	56.73%
Honey bee toxicity	-	0.7591	75.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	98.98%	91.11%
CHEMBL240	Q12809	HERG	96.06%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.40%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.93%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.35%	95.89%
CHEMBL242	Q92731	Estrogen receptor beta	85.08%	98.35%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.72%	93.99%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.67%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.81%	95.89%

Plants that contains it

• Piper aequale

Cross-Links

• PubChem: 78384825
• LOTUS: LTS0133311
• wikiData: Q105280424