Benzoyl meso-tartaric acid

Details

• Internal ID: e10eb00c-c0fe-4a1e-b624-7a53858793e2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: 2-benzoyloxy-3-hydroxybutanedioic acid
• SMILES (Canonical): C1=CC=C(C=C1)C(=O)OC(C(C(=O)O)O)C(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(=O)OC(C(C(=O)O)O)C(=O)O
• InChI: InChI=1S/C11H10O7/c12-7(9(13)14)8(10(15)16)18-11(17)6-4-2-1-3-5-6/h1-5,7-8,12H,(H,13,14)(H,15,16)
• InChI Key: JXXURQWKKCNUBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₇
• Molecular Weight: 254.19 g/mol
• Exact Mass: 254.04265265 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• SCHEMBL341403
• CHEBI:174347
• 2-benzoyloxy-3-hydroxybutanedioic acid
• 2-(benzoyloxy)-3-hydroxybutanedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6205	62.05%
Caco-2	-	0.9209	92.09%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8223	82.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9614	96.14%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9737	97.37%
P-glycoprotein inhibitior	-	0.9182	91.82%
P-glycoprotein substrate	-	0.9720	97.20%
CYP3A4 substrate	-	0.6972	69.72%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.8627	86.27%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.9446	94.46%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	-	0.6683	66.83%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7036	70.36%
Carcinogenicity (trinary)	Non-required	0.7288	72.88%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.8051	80.51%
Skin irritation	-	0.5260	52.60%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9206	92.06%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5700	57.00%
skin sensitisation	-	0.7199	71.99%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.8444	84.44%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.6667	66.67%
Acute Oral Toxicity (c)	III	0.7196	71.96%
Estrogen receptor binding	-	0.8091	80.91%
Androgen receptor binding	-	0.8403	84.03%
Thyroid receptor binding	-	0.8302	83.02%
Glucocorticoid receptor binding	-	0.7353	73.53%
Aromatase binding	-	0.7025	70.25%
PPAR gamma	-	0.7010	70.10%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8526	85.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	90.16%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.93%	94.62%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.88%	94.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.21%	83.00%
CHEMBL2535	P11166	Glucose transporter	83.43%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.62%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.69%	94.08%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.57%	100.00%

Plants that contains it

• Medicago sativa

Cross-Links

• PubChem: 13708642
• LOTUS: LTS0190388
• wikiData: Q105136855