2-(2,4,6-Trihydroxyphenyl)-5-[(E)-1-propenyl]benzofuran

Details

• Internal ID: 534786b9-423f-44e7-918a-9cc194ab43fb
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[5-[(E)-prop-1-enyl]-1-benzofuran-2-yl]benzene-1,3,5-triol
• SMILES (Canonical): CC=CC1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3O)O)O
• SMILES (Isomeric): C/C=C/C1=CC2=C(C=C1)OC(=C2)C3=C(C=C(C=C3O)O)O
• InChI: InChI=1S/C17H14O4/c1-2-3-10-4-5-15-11(6-10)7-16(21-15)17-13(19)8-12(18)9-14(17)20/h2-9,18-20H,1H3/b3-2+
• InChI Key: SXPAJVVJLHSKEO-NSCUHMNNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.5212	52.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5584	55.84%
OATP2B1 inhibitior	-	0.5647	56.47%
OATP1B1 inhibitior	+	0.8772	87.72%
OATP1B3 inhibitior	+	0.8992	89.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5684	56.84%
P-glycoprotein inhibitior	-	0.7415	74.15%
P-glycoprotein substrate	-	0.8852	88.52%
CYP3A4 substrate	-	0.5565	55.65%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.7471	74.71%
CYP3A4 inhibition	+	0.6309	63.09%
CYP2C9 inhibition	+	0.9464	94.64%
CYP2C19 inhibition	+	0.8727	87.27%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	+	0.9652	96.52%
CYP2C8 inhibition	+	0.7218	72.18%
CYP inhibitory promiscuity	+	0.9794	97.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4666	46.66%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5729	57.29%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.8445	84.45%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5533	55.33%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7240	72.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6096	60.96%
Acute Oral Toxicity (c)	III	0.5327	53.27%
Estrogen receptor binding	+	0.9690	96.90%
Androgen receptor binding	+	0.8498	84.98%
Thyroid receptor binding	+	0.7732	77.32%
Glucocorticoid receptor binding	+	0.9457	94.57%
Aromatase binding	+	0.9284	92.84%
PPAR gamma	+	0.9124	91.24%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	98.40%	91.11%
CHEMBL3194	P02766	Transthyretin	93.08%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.71%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.31%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.59%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.10%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.35%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.63%	90.24%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.70%	93.65%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.58%	91.38%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.45%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.41%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.16%	99.15%

Plants that contains it

• Krameria erecta

Cross-Links

• PubChem: 14704569
• NPASS: NPC5747
• LOTUS: LTS0009405
• wikiData: Q105263248