4-[3-methyl-5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]-2-[4-[3-methyl-5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenoxy]phenol

Details

• Internal ID: 72d43772-012e-4127-9965-056b92be430e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 4-[3-methyl-5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]-2-[4-[3-methyl-5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]phenoxy]phenol
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2C)C3=CC=C(C=C3)OC4=C(C=CC(=C4)C5=C(C6=C(O5)C=CC(=C6)C=CC)C)O
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC(=C2C)C3=CC=C(C=C3)OC4=C(C=CC(=C4)C5=C(C6=C(O5)C=CC(=C6)/C=C/C)C)O
• InChI: InChI=1S/C36H30O4/c1-5-7-24-9-17-32-29(19-24)22(3)35(39-32)26-11-14-28(15-12-26)38-34-21-27(13-16-31(34)37)36-23(4)30-20-25(8-6-2)10-18-33(30)40-36/h5-21,37H,1-4H3/b7-5+,8-6+
• InChI Key: LWQRAWRQUFGFDW-KQQUZDAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₀O₄
• Molecular Weight: 526.60 g/mol
• Exact Mass: 526.21440943 g/mol
• Topological Polar Surface Area (TPSA): 55.70 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 10.69
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.7733	77.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9021	90.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9327	93.27%
P-glycoprotein inhibitior	+	0.8831	88.31%
P-glycoprotein substrate	-	0.8231	82.31%
CYP3A4 substrate	+	0.5829	58.29%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.7622	76.22%
CYP3A4 inhibition	+	0.6649	66.49%
CYP2C9 inhibition	+	0.7129	71.29%
CYP2C19 inhibition	+	0.8148	81.48%
CYP2D6 inhibition	-	0.7626	76.26%
CYP1A2 inhibition	+	0.8635	86.35%
CYP2C8 inhibition	+	0.8903	89.03%
CYP inhibitory promiscuity	+	0.9409	94.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Danger	0.6207	62.07%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8638	86.38%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5154	51.54%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8687	86.87%
Acute Oral Toxicity (c)	III	0.6185	61.85%
Estrogen receptor binding	+	0.8827	88.27%
Androgen receptor binding	+	0.8710	87.10%
Thyroid receptor binding	+	0.6963	69.63%
Glucocorticoid receptor binding	+	0.8459	84.59%
Aromatase binding	+	0.5841	58.41%
PPAR gamma	+	0.7892	78.92%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.02%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.04%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL3194	P02766	Transthyretin	94.50%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.19%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.48%	93.65%
CHEMBL242	Q92731	Estrogen receptor beta	89.98%	98.35%
CHEMBL240	Q12809	HERG	89.52%	89.76%
CHEMBL1907	P15144	Aminopeptidase N	89.24%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.10%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.98%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.75%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.20%	94.73%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.16%	96.12%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.60%	91.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.40%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.93%	86.92%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.74%	97.53%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.67%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.00%	95.50%
CHEMBL4393	P39900	Matrix metalloproteinase 12	80.86%	92.22%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.04%	90.24%

Plants that contains it

• Piper aequale

Cross-Links

• PubChem: 100959308
• LOTUS: LTS0177824
• wikiData: Q105158511