4-[2-(3,4-Dihydroxyphenyl)ethyl]-6-oxopyran-2-carboxylic acid

Details

• Internal ID: c4af4f71-c339-4d06-81aa-4e511ff19f97
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-[2-(3,4-dihydroxyphenyl)ethyl]-6-oxopyran-2-carboxylic acid
• InChI: InChI=1S/C14H12O6/c15-10-4-3-8(5-11(10)16)1-2-9-6-12(14(18)19)20-13(17)7-9/h3-7,15-16H,1-2H2,(H,18,19)
• InChI Key: FQGMUXCYVIDQST-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6355	63.55%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8781	87.81%
OATP2B1 inhibitior	-	0.5714	57.14%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6100	61.00%
P-glycoprotein inhibitior	-	0.9602	96.02%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.6618	66.18%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.8575	85.75%
CYP2C9 inhibition	+	0.7367	73.67%
CYP2C19 inhibition	-	0.6612	66.12%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8124	81.24%
CYP2C8 inhibition	-	0.7874	78.74%
CYP inhibitory promiscuity	-	0.8854	88.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6984	69.84%
Eye corrosion	-	0.9842	98.42%
Eye irritation	+	0.8344	83.44%
Skin irritation	-	0.6485	64.85%
Skin corrosion	-	0.8975	89.75%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8091	80.91%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7919	79.19%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6197	61.97%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7333	73.33%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.7990	79.90%
Thyroid receptor binding	-	0.6186	61.86%
Glucocorticoid receptor binding	+	0.8430	84.30%
Aromatase binding	+	0.6517	65.17%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9401	94.01%

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	97.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL3194	P02766	Transthyretin	88.49%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.87%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.56%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.07%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.92%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.33%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.23%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.85%	86.92%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.42%	94.42%

Plants that contains it

• Dumortiera hirsuta

Cross-Links

• PubChem: 101995379
• LOTUS: LTS0200233
• wikiData: Q104999635