3-(3-oxo-1H-2-benzofuran-1-yl)propyl 2,3-dihydroxybenzoate

Details

• Internal ID: 182adc43-0556-4dd9-8c28-ead8a96c929d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > m-Hydroxybenzoic acid esters
• IUPAC Name: 3-(3-oxo-1H-2-benzofuran-1-yl)propyl 2,3-dihydroxybenzoate
• SMILES (Canonical): C1=CC=C2C(=C1)C(OC2=O)CCCOC(=O)C3=C(C(=CC=C3)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(OC2=O)CCCOC(=O)C3=C(C(=CC=C3)O)O
• InChI: InChI=1S/C18H16O6/c19-14-8-3-7-13(16(14)20)17(21)23-10-4-9-15-11-5-1-2-6-12(11)18(22)24-15/h1-3,5-8,15,19-20H,4,9-10H2
• InChI Key: DAGIZOAZHVXGHS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9213	92.13%
Caco-2	-	0.5230	52.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8520	85.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.8854	88.54%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7278	72.78%
P-glycoprotein inhibitior	-	0.5752	57.52%
P-glycoprotein substrate	-	0.6854	68.54%
CYP3A4 substrate	+	0.6140	61.40%
CYP2C9 substrate	-	0.5594	55.94%
CYP2D6 substrate	-	0.8401	84.01%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	+	0.6682	66.82%
CYP2C19 inhibition	+	0.6040	60.40%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	+	0.6718	67.18%
CYP2C8 inhibition	+	0.7074	70.74%
CYP inhibitory promiscuity	-	0.7832	78.32%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.5605	56.05%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.6835	68.35%
Skin irritation	-	0.8127	81.27%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4597	45.97%
Micronuclear	+	0.5192	51.92%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8055	80.55%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4819	48.19%
Acute Oral Toxicity (c)	III	0.6709	67.09%
Estrogen receptor binding	+	0.8849	88.49%
Androgen receptor binding	+	0.7599	75.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6837	68.37%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.6328	63.28%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9546	95.46%

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	97.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.48%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.18%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.76%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.87%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL3891	P07384	Calpain 1	84.23%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	83.21%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.44%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.07%	80.78%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.03%	92.67%

Plants that contains it

• Gentiana pedicellata

Cross-Links

• PubChem: 163029642
• LOTUS: LTS0145435
• wikiData: Q104973526