p-Coumaroyltartronic acid

Details

• Internal ID: 02463b12-3da9-4d7c-822b-6eec9c4d479a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 2-hydroxy-2-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]propanedioic acid
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)C(C(=O)O)(C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)C(C(=O)O)(C(=O)O)O)O
• InChI: InChI=1S/C12H10O7/c13-8-4-1-7(2-5-8)3-6-9(14)12(19,10(15)16)11(17)18/h1-6,13,19H,(H,15,16)(H,17,18)/b6-3+
• InChI Key: ARSAKDKUFHFIIT-ZZXKWVIFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₇
• Molecular Weight: 266.20 g/mol
• Exact Mass: 266.04265265 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8709	87.09%
Caco-2	+	0.5487	54.87%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7378	73.78%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.8066	80.66%
P-glycoprotein inhibitior	-	0.9734	97.34%
P-glycoprotein substrate	-	0.9668	96.68%
CYP3A4 substrate	-	0.6804	68.04%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.6429	64.29%
CYP2C9 inhibition	-	0.8500	85.00%
CYP2C19 inhibition	-	0.9565	95.65%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.9321	93.21%
CYP2C8 inhibition	-	0.6131	61.31%
CYP inhibitory promiscuity	-	0.9716	97.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7036	70.36%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	-	0.9720	97.20%
Eye irritation	+	0.8872	88.72%
Skin irritation	+	0.6472	64.72%
Skin corrosion	-	0.8657	86.57%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9352	93.52%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5703	57.03%
skin sensitisation	+	0.5835	58.35%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.6990	69.90%
Estrogen receptor binding	-	0.5218	52.18%
Androgen receptor binding	+	0.6850	68.50%
Thyroid receptor binding	-	0.5336	53.36%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.7989	79.89%
PPAR gamma	+	0.7300	73.00%
Honey bee toxicity	-	0.9420	94.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	89.55%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.22%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.16%	90.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.59%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	84.07%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%

Plants that contains it

• Vigna radiata

Cross-Links

• PubChem: 129660903
• LOTUS: LTS0045772
• wikiData: Q104917543