(2R,3R,4E)-2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid

Details

• Internal ID: 9b26d955-61ac-49d3-a92f-35f206e0b21c
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: (2R,3R,4E)-2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid
• InChI: InChI=1S/C18H14O8/c19-11-3-1-8(6-13(11)21)5-10-15(17(23)24)16(26-18(10)25)9-2-4-12(20)14(22)7-9/h1-7,15-16,19-22H,(H,23,24)/b10-5+/t15-,16+/m1/s1
• InChI Key: OIVDIVRTEKNHDH-HYWCFLMXSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• CHEMBL1939438
• BDBM50362664
• (2R,3R,4E)-2-(3,4-dihydroxyphenyl)-4-[(3,4-dihydroxyphenyl)methylidene]-5-oxooxolane-3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.9086	90.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7880	78.80%
OATP2B1 inhibitior	+	0.5616	56.16%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5728	57.28%
P-glycoprotein inhibitior	-	0.8611	86.11%
P-glycoprotein substrate	-	0.9768	97.68%
CYP3A4 substrate	-	0.5610	56.10%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.8741	87.41%
CYP2C9 inhibition	+	0.7580	75.80%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	+	0.5543	55.43%
CYP2C8 inhibition	-	0.7168	71.68%
CYP inhibitory promiscuity	+	0.6686	66.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.4739	47.39%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.7497	74.97%
Skin irritation	-	0.6348	63.48%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5513	55.13%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5891	58.91%
skin sensitisation	-	0.6689	66.89%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6434	64.34%
Acute Oral Toxicity (c)	III	0.4114	41.14%
Estrogen receptor binding	+	0.6483	64.83%
Androgen receptor binding	+	0.6706	67.06%
Thyroid receptor binding	+	0.6132	61.32%
Glucocorticoid receptor binding	+	0.6460	64.60%
Aromatase binding	-	0.6185	61.85%
PPAR gamma	+	0.6216	62.16%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.59%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.88%	89.00%
CHEMBL3194	P02766	Transthyretin	89.46%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.32%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.85%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.44%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.83%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.26%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.70%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11314326
• LOTUS: LTS0108193
• wikiData: Q105192865