2-(5,6-Dimethoxy-1-benzofuran-2-yl)propane-1,2-diol

Details

• Internal ID: 9951e6e9-8bb4-4721-bb9c-46083266f745
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-(5,6-dimethoxy-1-benzofuran-2-yl)propane-1,2-diol
• SMILES (Canonical): CC(CO)(C1=CC2=CC(=C(C=C2O1)OC)OC)O
• SMILES (Isomeric): CC(CO)(C1=CC2=CC(=C(C=C2O1)OC)OC)O
• InChI: InChI=1S/C13H16O5/c1-13(15,7-14)12-5-8-4-10(16-2)11(17-3)6-9(8)18-12/h4-6,14-15H,7H2,1-3H3
• InChI Key: NQWRMTBVLXQXOA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26 g/mol
• Exact Mass: 252.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 5
• 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	+	0.9664	96.64%
Caco-2	+	0.6969	69.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5985	59.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8651	86.51%
P-glycoprotein inhibitior	-	0.8738	87.38%
P-glycoprotein substrate	-	0.7319	73.19%
CYP3A4 substrate	-	0.5626	56.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7249	72.49%
CYP3A4 inhibition	-	0.8233	82.33%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.7848	78.48%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	+	0.5092	50.92%
CYP2C8 inhibition	-	0.6830	68.30%
CYP inhibitory promiscuity	-	0.8298	82.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Non-required	0.5123	51.23%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.5062	50.62%
Skin irritation	-	0.7989	79.89%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4940	49.40%
Micronuclear	-	0.5819	58.19%
Hepatotoxicity	+	0.5066	50.66%
skin sensitisation	-	0.7428	74.28%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5932	59.32%
Acute Oral Toxicity (c)	III	0.5637	56.37%
Estrogen receptor binding	+	0.7020	70.20%
Androgen receptor binding	+	0.5599	55.99%
Thyroid receptor binding	-	0.5739	57.39%
Glucocorticoid receptor binding	+	0.5438	54.38%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.9447	94.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.6730	67.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.64%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.53%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.28%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.63%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.93%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.53%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.53%	92.94%

Plants that contains it

• Ligularia przewalskii

Cross-Links

• PubChem: 11651739
• LOTUS: LTS0264984
• wikiData: Q105184156