Methyl 5-(2,5-dihydroxyphenyl)furan-3-carboxylate

Details

• Internal ID: 37213886-c453-4053-983a-c702f732176a
• Taxonomy: Organoheterocyclic compounds > Furans > Furoic acid and derivatives > Furoic acid esters
• IUPAC Name: methyl 5-(2,5-dihydroxyphenyl)furan-3-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(=C1)C2=C(C=CC(=C2)O)O
• SMILES (Isomeric): COC(=O)C1=COC(=C1)C2=C(C=CC(=C2)O)O
• InChI: InChI=1S/C12H10O5/c1-16-12(15)7-4-11(17-6-7)9-5-8(13)2-3-10(9)14/h2-6,13-14H,1H3
• InChI Key: NZODXKFWJHKDHQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.20 g/mol
• Exact Mass: 234.05282342 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.8079	80.79%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8902	89.02%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8226	82.26%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8016	80.16%
P-glycoprotein inhibitior	-	0.9134	91.34%
P-glycoprotein substrate	-	0.9042	90.42%
CYP3A4 substrate	-	0.5204	52.04%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8819	88.19%
CYP2C9 inhibition	+	0.6229	62.29%
CYP2C19 inhibition	+	0.7544	75.44%
CYP2D6 inhibition	-	0.9419	94.19%
CYP1A2 inhibition	+	0.5689	56.89%
CYP2C8 inhibition	+	0.6450	64.50%
CYP inhibitory promiscuity	+	0.6828	68.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8151	81.51%
Carcinogenicity (trinary)	Non-required	0.4929	49.29%
Eye corrosion	-	0.9532	95.32%
Eye irritation	+	0.9264	92.64%
Skin irritation	-	0.6603	66.03%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6274	62.74%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9394	93.94%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5071	50.71%
Acute Oral Toxicity (c)	III	0.4610	46.10%
Estrogen receptor binding	+	0.7991	79.91%
Androgen receptor binding	+	0.7337	73.37%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.7282	72.82%
Aromatase binding	+	0.7451	74.51%
PPAR gamma	+	0.5647	56.47%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9494	94.94%

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%
CHEMBL4208	P20618	Proteasome component C5	92.62%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.51%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.60%	98.75%
CHEMBL3194	P02766	Transthyretin	85.93%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.42%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.32%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.52%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.89%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.89%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.75%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.58%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.54%	91.07%

Plants that contains it

• Heliotropium sarmentosum

Cross-Links

• PubChem: 5324826
• LOTUS: LTS0015729
• wikiData: Q105188343