(E)-4-[3-Methyl-5-(1-propen-1-yl)-2-benzofuryl]phenol

Details

• Internal ID: 9ac84d5a-9dbc-4446-be51-acf75b46ff7e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-(3-methyl-5-prop-1-enyl-1-benzofuran-2-yl)phenol
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2C)C3=CC=C(C=C3)O
• SMILES (Isomeric): CC=CC1=CC2=C(C=C1)OC(=C2C)C3=CC=C(C=C3)O
• InChI: InChI=1S/C18H16O2/c1-3-4-13-5-10-17-16(11-13)12(2)18(20-17)14-6-8-15(19)9-7-14/h3-11,19H,1-2H3
• InChI Key: KNFUWJAIDVAYOV-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	-	0.5602	56.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6449	64.49%
OATP2B1 inhibitior	-	0.7150	71.50%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8205	82.05%
P-glycoprotein inhibitior	-	0.6336	63.36%
P-glycoprotein substrate	-	0.7716	77.16%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.7471	74.71%
CYP3A4 inhibition	-	0.7541	75.41%
CYP2C9 inhibition	+	0.8247	82.47%
CYP2C19 inhibition	+	0.8614	86.14%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	+	0.9586	95.86%
CYP2C8 inhibition	+	0.8877	88.77%
CYP inhibitory promiscuity	+	0.9406	94.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Danger	0.4923	49.23%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8609	86.09%
Skin irritation	-	0.6110	61.10%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5192	51.92%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.6076	60.76%
skin sensitisation	+	0.5551	55.51%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.9159	91.59%
Acute Oral Toxicity (c)	III	0.7242	72.42%
Estrogen receptor binding	+	0.9645	96.45%
Androgen receptor binding	+	0.8954	89.54%
Thyroid receptor binding	+	0.8060	80.60%
Glucocorticoid receptor binding	+	0.9363	93.63%
Aromatase binding	+	0.9444	94.44%
PPAR gamma	+	0.8779	87.79%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL242	Q92731	Estrogen receptor beta	99.04%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.20%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.00%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.22%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL3194	P02766	Transthyretin	86.37%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.80%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.48%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.43%	96.00%

Plants that contains it

• Caryodaphnopsis baviensis
• Krameria bicolor
• Krameria erecta
• Krameria lappacea
• Piper aequale
• Piper regnellii

Cross-Links

• PubChem: 3001232
• LOTUS: LTS0244326
• wikiData: Q105143400