3-[2-(3,4-Dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal

Details

• Internal ID: 351b30b3-a9ac-4c69-a49b-7c71b09c308a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[2-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C(C3=C(O2)C(=CC(=C3)C=CC=O)OC)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2C(C3=C(O2)C(=CC(=C3)C=CC=O)OC)CO)OC
• InChI: InChI=1S/C21H22O6/c1-24-17-7-6-14(11-18(17)25-2)20-16(12-23)15-9-13(5-4-8-22)10-19(26-3)21(15)27-20/h4-11,16,20,23H,12H2,1-3H3
• InChI Key: AXBCRVXFVXYBFX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.40 g/mol
• Exact Mass: 370.14163842 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7319	73.19%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9011	90.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9326	93.26%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	-	0.7679	76.79%
CYP3A4 substrate	+	0.5651	56.51%
CYP2C9 substrate	+	0.6050	60.50%
CYP2D6 substrate	-	0.7905	79.05%
CYP3A4 inhibition	+	0.5953	59.53%
CYP2C9 inhibition	+	0.7438	74.38%
CYP2C19 inhibition	+	0.7595	75.95%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.6228	62.28%
CYP2C8 inhibition	+	0.6032	60.32%
CYP inhibitory promiscuity	+	0.9203	92.03%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5007	50.07%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9357	93.57%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7050	70.50%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7599	75.99%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4915	49.15%
Acute Oral Toxicity (c)	II	0.4437	44.37%
Estrogen receptor binding	+	0.7922	79.22%
Androgen receptor binding	+	0.6656	66.56%
Thyroid receptor binding	+	0.7193	71.93%
Glucocorticoid receptor binding	+	0.6842	68.42%
Aromatase binding	-	0.5735	57.35%
PPAR gamma	-	0.5400	54.00%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9607	96.07%

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	97.55%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.55%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.10%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.13%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.95%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.57%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.20%	97.09%

Plants that contains it

• Anastatica hierochuntica
• Cassytha filiformis

Cross-Links

• PubChem: 138112893
• LOTUS: LTS0241218
• wikiData: Q104920409