3-[2-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl acetate

Details

• Internal ID: 31579124-3acd-4df2-957c-3900b0018885
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl acetate
• InChI: InChI=1S/C22H26O7/c1-13(24)28-8-4-5-14-9-16-17(12-23)21(29-22(16)20(10-14)27-3)15-6-7-18(25)19(11-15)26-2/h6-7,9-11,17,21,23,25H,4-5,8,12H2,1-3H3
• InChI Key: CITIYUITOLVCJJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.16785316 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9745	97.45%
Caco-2	+	0.5844	58.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7910	79.10%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8176	81.76%
OATP1B3 inhibitior	+	0.8629	86.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9587	95.87%
P-glycoprotein inhibitior	+	0.6484	64.84%
P-glycoprotein substrate	-	0.6297	62.97%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7566	75.66%
CYP3A4 inhibition	-	0.6866	68.66%
CYP2C9 inhibition	-	0.5096	50.96%
CYP2C19 inhibition	-	0.6278	62.78%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.6867	68.67%
CYP2C8 inhibition	+	0.7742	77.42%
CYP inhibitory promiscuity	+	0.5998	59.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6026	60.26%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4096	40.96%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8581	85.81%
Androgen receptor binding	+	0.7317	73.17%
Thyroid receptor binding	+	0.7166	71.66%
Glucocorticoid receptor binding	+	0.7281	72.81%
Aromatase binding	+	0.5501	55.01%
PPAR gamma	+	0.5465	54.65%
Honey bee toxicity	-	0.8820	88.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8972	89.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.98%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.32%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.12%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.42%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.77%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.90%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.85%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.93%	89.00%

Plants that contains it

• Sambucus nigra

Cross-Links

• PubChem: 72782082
• LOTUS: LTS0249393
• wikiData: Q104960255