2-(4-hydroxyphenyl)-7-methoxy-5-[(E)-prop-1-enyl]-1-benzofuran-3-carbaldehyde

Details

• Internal ID: 34250eb6-5de9-45ad-9b70-69ae2f0ea290
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)-7-methoxy-5-[(E)-prop-1-enyl]-1-benzofuran-3-carbaldehyde
• SMILES (Canonical): CC=CC1=CC2=C(C(=C1)OC)OC(=C2C=O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C/C=C/C1=CC2=C(C(=C1)OC)OC(=C2C=O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C19H16O4/c1-3-4-12-9-15-16(11-20)18(13-5-7-14(21)8-6-13)23-19(15)17(10-12)22-2/h3-11,21H,1-2H3/b4-3+
• InChI Key: OEZDZBQNBLOWOW-ONEGZZNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.30 g/mol
• Exact Mass: 308.10485899 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 4
• 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	+	0.9966	99.66%
Caco-2	+	0.5950	59.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.7247	72.47%
OATP1B1 inhibitior	+	0.8103	81.03%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8537	85.37%
P-glycoprotein inhibitior	+	0.6260	62.60%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.5535	55.35%
CYP2C9 substrate	-	0.8201	82.01%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	+	0.7524	75.24%
CYP2C9 inhibition	+	0.7893	78.93%
CYP2C19 inhibition	+	0.9150	91.50%
CYP2D6 inhibition	-	0.7832	78.32%
CYP1A2 inhibition	+	0.8028	80.28%
CYP2C8 inhibition	+	0.8468	84.68%
CYP inhibitory promiscuity	+	0.9275	92.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4858	48.58%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.5364	53.64%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4412	44.12%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	+	0.5623	56.23%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4863	48.63%
Acute Oral Toxicity (c)	II	0.4430	44.30%
Estrogen receptor binding	+	0.9155	91.55%
Androgen receptor binding	+	0.9264	92.64%
Thyroid receptor binding	+	0.6782	67.82%
Glucocorticoid receptor binding	+	0.8784	87.84%
Aromatase binding	+	0.8088	80.88%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.7648	76.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9823	98.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.75%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.14%	98.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	93.14%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.50%	96.00%
CHEMBL3194	P02766	Transthyretin	91.58%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.98%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.16%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.78%	91.71%

Plants that contains it

• Krameria cytisoides

Cross-Links

• PubChem: 14352597
• LOTUS: LTS0221991
• wikiData: Q105190701