3-[5-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-4-yl]propanoic acid

Details

• Internal ID: 3ca6e3d1-3db9-4569-a0a2-636f7cce72a3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 3-[5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-benzofuran-4-yl]propanoic acid
• SMILES (Canonical): C1=CC(=C(C2=C1OC=C2)CCC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C2=C1OC=C2)CCC(=O)O)OC3C(C(C(C(O3)CO)O)O)O
• InChI: InChI=1S/C17H20O9/c18-7-12-14(21)15(22)16(23)17(26-12)25-11-3-2-10-9(5-6-24-10)8(11)1-4-13(19)20/h2-3,5-6,12,14-18,21-23H,1,4,7H2,(H,19,20)
• InChI Key: UEWHOHMGEOKNOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₉
• Molecular Weight: 368.30 g/mol
• Exact Mass: 368.11073221 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5939	59.39%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7023	70.23%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.9119	91.19%
CYP3A4 substrate	+	0.5438	54.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8785	87.85%
CYP2C9 inhibition	-	0.8647	86.47%
CYP2C19 inhibition	-	0.8346	83.46%
CYP2D6 inhibition	-	0.8214	82.14%
CYP1A2 inhibition	-	0.8182	81.82%
CYP2C8 inhibition	-	0.5815	58.15%
CYP inhibitory promiscuity	-	0.8480	84.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.7900	79.00%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5394	53.94%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9218	92.18%
Acute Oral Toxicity (c)	III	0.6102	61.02%
Estrogen receptor binding	-	0.4892	48.92%
Androgen receptor binding	-	0.4816	48.16%
Thyroid receptor binding	-	0.5339	53.39%
Glucocorticoid receptor binding	+	0.5891	58.91%
Aromatase binding	+	0.5930	59.30%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8704	87.04%
Fish aquatic toxicity	+	0.6636	66.36%

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	95.14%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	93.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.10%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.56%	86.92%
CHEMBL1255126	O15151	Protein Mdm4	85.11%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.55%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	81.26%	91.49%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 162928071
• LOTUS: LTS0262979
• wikiData: Q105271167