trans-Coumaroyl tartaric acid

Details

• Internal ID: b59f6171-5353-4b11-861c-d959c07f90a6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: 2-hydroxy-3-[(E)-3-(2-hydroxyphenyl)prop-2-enoyl]oxybutanedioic acid
• SMILES (Canonical): C1=CC=C(C(=C1)C=CC(=O)OC(C(C(=O)O)O)C(=O)O)O
• SMILES (Isomeric): C1=CC=C(C(=C1)/C=C/C(=O)OC(C(C(=O)O)O)C(=O)O)O
• InChI: InChI=1S/C13H12O8/c14-8-4-2-1-3-7(8)5-6-9(15)21-11(13(19)20)10(16)12(17)18/h1-6,10-11,14,16H,(H,17,18)(H,19,20)/b6-5+
• InChI Key: NTXHSVLZOUCPQR-AATRIKPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₈
• Molecular Weight: 296.23 g/mol
• Exact Mass: 296.05321734 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8721	87.21%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.9159	91.59%
P-glycoprotein inhibitior	-	0.9150	91.50%
P-glycoprotein substrate	-	0.9195	91.95%
CYP3A4 substrate	-	0.5712	57.12%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8352	83.52%
CYP2C9 inhibition	-	0.7902	79.02%
CYP2C19 inhibition	-	0.9321	93.21%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8973	89.73%
CYP2C8 inhibition	+	0.4478	44.78%
CYP inhibitory promiscuity	-	0.9126	91.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8081	80.81%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.9524	95.24%
Eye irritation	+	0.5640	56.40%
Skin irritation	+	0.6616	66.16%
Skin corrosion	-	0.8471	84.71%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8061	80.61%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5378	53.78%
skin sensitisation	+	0.7535	75.35%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.7293	72.93%
Estrogen receptor binding	-	0.6620	66.20%
Androgen receptor binding	-	0.5533	55.33%
Thyroid receptor binding	-	0.7393	73.93%
Glucocorticoid receptor binding	+	0.5653	56.53%
Aromatase binding	-	0.4862	48.62%
PPAR gamma	-	0.7640	76.40%
Honey bee toxicity	-	0.8659	86.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	96.72%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.07%	94.62%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL3194	P02766	Transthyretin	90.74%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.80%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.09%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.87%	94.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.62%	93.56%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.28%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.82%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 101109349
• LOTUS: LTS0256581
• wikiData: Q104393193