Feruloyltartronic acid

Details

• Internal ID: 5ea70184-d660-4741-8b46-19ad43934b00
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 2-hydroxy-2-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]propanedioic acid
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)C(C(=O)O)(C(=O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)C(C(=O)O)(C(=O)O)O)O
• InChI: InChI=1S/C13H12O8/c1-21-9-6-7(2-4-8(9)14)3-5-10(15)13(20,11(16)17)12(18)19/h2-6,14,20H,1H3,(H,16,17)(H,18,19)/b5-3+
• InChI Key: RFZUUHSMCAUGRJ-HWKANZROSA-N
• Popularity: 3 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): -0.12
• 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	+	0.8876	88.76%
Caco-2	+	0.5341	53.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7426	74.26%
OATP2B1 inhibitior	-	0.7077	70.77%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.5423	54.23%
P-glycoprotein inhibitior	-	0.9579	95.79%
P-glycoprotein substrate	-	0.9498	94.98%
CYP3A4 substrate	-	0.5957	59.57%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.7574	75.74%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8753	87.53%
CYP2C8 inhibition	+	0.5965	59.65%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7752	77.52%
Carcinogenicity (trinary)	Non-required	0.6236	62.36%
Eye corrosion	-	0.9431	94.31%
Eye irritation	+	0.6416	64.16%
Skin irritation	+	0.5209	52.09%
Skin corrosion	-	0.7534	75.34%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8226	82.26%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.6240	62.40%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.6812	68.12%
Estrogen receptor binding	+	0.6892	68.92%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	-	0.6088	60.88%
Glucocorticoid receptor binding	+	0.6818	68.18%
Aromatase binding	+	0.8030	80.30%
PPAR gamma	+	0.6863	68.63%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9627	96.27%

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	96.74%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.98%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL3194	P02766	Transthyretin	93.66%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	93.24%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.10%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.06%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.56%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.61%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.75%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.88%	98.75%

Plants that contains it

• Vigna radiata

Cross-Links

• PubChem: 129660908
• LOTUS: LTS0017374
• wikiData: Q105235722