2-(3-Hydroxy-4-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde

Details

• Internal ID: 3c4e3583-60db-4d5b-b696-42f75e5fff42
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(3-hydroxy-4-methoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)C=O)C3=CC(=C(C=C3)OC)O
• SMILES (Isomeric): CC1C(OC2=C1C=C(C=C2OC)C=O)C3=CC(=C(C=C3)OC)O
• InChI: InChI=1S/C18H18O5/c1-10-13-6-11(9-19)7-16(22-3)18(13)23-17(10)12-4-5-15(21-2)14(20)8-12/h4-10,17,20H,1-3H3
• InChI Key: OVHWQVPIATURGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 5
• 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	+	0.9946	99.46%
Caco-2	+	0.8056	80.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8051	80.51%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7432	74.32%
P-glycoprotein inhibitior	-	0.6539	65.39%
P-glycoprotein substrate	-	0.8681	86.81%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.7019	70.19%
CYP3A4 inhibition	+	0.6911	69.11%
CYP2C9 inhibition	+	0.7479	74.79%
CYP2C19 inhibition	+	0.8274	82.74%
CYP2D6 inhibition	-	0.8431	84.31%
CYP1A2 inhibition	+	0.9127	91.27%
CYP2C8 inhibition	+	0.6273	62.73%
CYP inhibitory promiscuity	+	0.8273	82.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9410	94.10%
Carcinogenicity (trinary)	Warning	0.3547	35.47%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.5682	56.82%
Skin irritation	-	0.7612	76.12%
Skin corrosion	-	0.9851	98.51%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4092	40.92%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9182	91.82%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.6649	66.49%
Androgen receptor binding	-	0.5577	55.77%
Thyroid receptor binding	+	0.7183	71.83%
Glucocorticoid receptor binding	+	0.6091	60.91%
Aromatase binding	-	0.5526	55.26%
PPAR gamma	+	0.5369	53.69%
Honey bee toxicity	-	0.8469	84.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9628	96.28%

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	98.37%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.84%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	91.82%	98.11%
CHEMBL3194	P02766	Transthyretin	90.17%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.90%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.29%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.11%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.72%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.28%	95.50%

Plants that contains it

• Machilus obovatifolia

Cross-Links

• PubChem: 56664771
• LOTUS: LTS0257621
• wikiData: Q105200741