2-(1,3-Benzodioxol-5-yl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carboxylic acid

Details

• Internal ID: 31dacb36-2c6e-4e2b-9283-b3bf4bb2e027
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-(1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-carboxylic acid
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2CO)C3=CC4=C(C=C3)OCO4)C(=O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2CO)C3=CC4=C(C=C3)OCO4)C(=O)O
• InChI: InChI=1S/C18H16O7/c1-22-15-6-10(18(20)21)4-11-12(7-19)16(25-17(11)15)9-2-3-13-14(5-9)24-8-23-13/h2-6,12,16,19H,7-8H2,1H3,(H,20,21)
• InChI Key: SAJPCASFYGEQIF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.5677	56.77%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7712	77.12%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7398	73.98%
P-glycoprotein inhibitior	-	0.6336	63.36%
P-glycoprotein substrate	-	0.8710	87.10%
CYP3A4 substrate	+	0.5329	53.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	+	0.7247	72.47%
CYP2C9 inhibition	+	0.8854	88.54%
CYP2C19 inhibition	+	0.8164	81.64%
CYP2D6 inhibition	-	0.6261	62.61%
CYP1A2 inhibition	-	0.7896	78.96%
CYP2C8 inhibition	+	0.4578	45.78%
CYP inhibitory promiscuity	+	0.9032	90.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4408	44.08%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7971	79.71%
Skin irritation	-	0.7757	77.57%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7002	70.02%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.6357	63.57%
skin sensitisation	-	0.7873	78.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.6150	61.50%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7976	79.76%
Aromatase binding	+	0.5438	54.38%
PPAR gamma	+	0.6208	62.08%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9031	90.31%

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	97.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.93%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.24%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL2535	P11166	Glucose transporter	84.38%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.34%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.95%	89.44%
CHEMBL5028	O14672	ADAM10	81.34%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.44%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%

Plants that contains it

• Toona sinensis

Cross-Links

• PubChem: 75104367
• LOTUS: LTS0246296
• wikiData: Q105248916