(2R,3R)-2-(3,4-dimethoxyphenyl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde

Details

• Internal ID: f29f99c4-1004-4ecc-8285-de7f2e0702b2
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R)-2-(3,4-dimethoxyphenyl)-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)OC
• SMILES (Isomeric): C[C@H]1[C@@H](OC2=C1C=C(C=C2OC)C=O)C3=CC(=C(C=C3)OC)OC
• InChI: InChI=1S/C19H20O5/c1-11-14-7-12(10-20)8-17(23-4)19(14)24-18(11)13-5-6-15(21-2)16(9-13)22-3/h5-11,18H,1-4H3/t11-,18-/m1/s1
• InChI Key: XBEUHOWSGYZENI-ADLMAVQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.9196	91.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7494	74.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4591	45.91%
P-glycoprotein inhibitior	+	0.7260	72.60%
P-glycoprotein substrate	-	0.8272	82.72%
CYP3A4 substrate	+	0.5464	54.64%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.7026	70.26%
CYP3A4 inhibition	+	0.7862	78.62%
CYP2C9 inhibition	+	0.7735	77.35%
CYP2C19 inhibition	+	0.9158	91.58%
CYP2D6 inhibition	-	0.8801	88.01%
CYP1A2 inhibition	+	0.9638	96.38%
CYP2C8 inhibition	+	0.5269	52.69%
CYP inhibitory promiscuity	+	0.9259	92.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9410	94.10%
Carcinogenicity (trinary)	Warning	0.4224	42.24%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.6158	61.58%
Skin irritation	-	0.8006	80.06%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8121	81.21%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	+	0.8574	85.74%
Androgen receptor binding	-	0.5629	56.29%
Thyroid receptor binding	+	0.7643	76.43%
Glucocorticoid receptor binding	+	0.7896	78.96%
Aromatase binding	+	0.5513	55.13%
PPAR gamma	-	0.5475	54.75%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9734	97.34%

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	95.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.33%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.02%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.61%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.72%	97.14%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	83.04%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.50%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.23%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.78%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.19%	89.62%

Plants that contains it

• Piper kadsura

Cross-Links

• PubChem: 10520316
• NPASS: NPC27494