(4E)-4-[(3,4-dihydroxyphenyl)methylene]-2-(3-hydroxy-4-methyl-phenyl)-5-oxo-tetrahydrofuran-3-carboxylic acid

Details

• Internal ID: 106e0ece-7a14-4b39-8d5d-d2b7c971e037
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (4E)-4-[(3,4-dihydroxyphenyl)methylidene]-2-(3-hydroxy-4-methylphenyl)-5-oxooxolane-3-carboxylic acid
• InChI: InChI=1S/C19H16O7/c1-9-2-4-11(8-14(9)21)17-16(18(23)24)12(19(25)26-17)6-10-3-5-13(20)15(22)7-10/h2-8,16-17,20-22H,1H3,(H,23,24)/b12-6+
• InChI Key: YGMHESVEXXRCKR-WUXMJOGZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₇
• Molecular Weight: 356.30 g/mol
• Exact Mass: 356.08960285 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 4-[(3,4-Dihydroxyphenyl)methylene]-2-(3-hydroxy-4-methylphenyl)-5-oxo-2,3-dihydrofuran- 3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	-	0.7799	77.99%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	+	0.5607	56.07%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4934	49.34%
P-glycoprotein inhibitior	-	0.7968	79.68%
P-glycoprotein substrate	-	0.9424	94.24%
CYP3A4 substrate	+	0.5195	51.95%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	-	0.8922	89.22%
CYP2C9 inhibition	+	0.8691	86.91%
CYP2C19 inhibition	+	0.6956	69.56%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	+	0.7064	70.64%
CYP2C8 inhibition	-	0.6113	61.13%
CYP inhibitory promiscuity	+	0.7391	73.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8954	89.54%
Carcinogenicity (trinary)	Danger	0.4105	41.05%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5790	57.90%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.8899	88.99%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5236	52.36%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5372	53.72%
skin sensitisation	-	0.7257	72.57%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7059	70.59%
Acute Oral Toxicity (c)	III	0.4807	48.07%
Estrogen receptor binding	+	0.6235	62.35%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	-	0.6472	64.72%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.9091	90.91%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.47%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.35%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.82%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.94%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL3194	P02766	Transthyretin	83.05%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.12%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6475759
• LOTUS: LTS0262957
• wikiData: Q105348149