CID 133561926

Details

• Internal ID: 457c5a1b-94c6-4ce9-8653-0dfe2789f6d0
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: methyl (2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carboxylate
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC(=C(C=C3)O)OC)C(=O)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1O[C@H]([C@@H]2CO)C3=CC(=C(C=C3)O)OC)C(=O)OC
• InChI: InChI=1S/C19H20O7/c1-23-15-7-10(4-5-14(15)21)17-13(9-20)12-6-11(19(22)25-3)8-16(24-2)18(12)26-17/h4-8,13,17,20-21H,9H2,1-3H3/t13-,17+/m1/s1
• InChI Key: XCLWSIWZKAURMG-DYVFJYSZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 220736-54-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9799	97.99%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7875	78.75%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8184	81.84%
OATP1B3 inhibitior	-	0.3734	37.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4913	49.13%
P-glycoprotein inhibitior	-	0.4396	43.96%
P-glycoprotein substrate	-	0.7526	75.26%
CYP3A4 substrate	+	0.5683	56.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7690	76.90%
CYP3A4 inhibition	-	0.6736	67.36%
CYP2C9 inhibition	+	0.8287	82.87%
CYP2C19 inhibition	+	0.6208	62.08%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.5384	53.84%
CYP2C8 inhibition	+	0.7743	77.43%
CYP inhibitory promiscuity	+	0.8408	84.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8553	85.53%
Skin irritation	-	0.8308	83.08%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6226	62.26%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.8792	87.92%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4627	46.27%
Acute Oral Toxicity (c)	III	0.5498	54.98%
Estrogen receptor binding	+	0.8231	82.31%
Androgen receptor binding	+	0.5946	59.46%
Thyroid receptor binding	+	0.6268	62.68%
Glucocorticoid receptor binding	+	0.8425	84.25%
Aromatase binding	-	0.5890	58.90%
PPAR gamma	+	0.5198	51.98%
Honey bee toxicity	-	0.9299	92.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9506	95.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.27%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.41%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.73%	86.92%
CHEMBL4208	P20618	Proteasome component C5	82.93%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.02%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	81.28%	94.73%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.21%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 133561926
• LOTUS: LTS0244592
• wikiData: Q105325236