Caffeoyltartronic acid

Details

• Internal ID: 951e9266-e7a1-480f-9c20-b499ca511ab8
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2-hydroxypropanedioic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)C(C(=O)O)(C(=O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1/C=C/C(=O)C(C(=O)O)(C(=O)O)O)O)O
• InChI: InChI=1S/C12H10O8/c13-7-3-1-6(5-8(7)14)2-4-9(15)12(20,10(16)17)11(18)19/h1-5,13-14,20H,(H,16,17)(H,18,19)/b4-2+
• InChI Key: YVUYIEJFBANVBK-DUXPYHPUSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₈
• Molecular Weight: 282.20 g/mol
• Exact Mass: 282.03756727 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8796	87.96%
Caco-2	+	0.5628	56.28%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.6938	69.38%
OATP1B1 inhibitior	+	0.9621	96.21%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.7307	73.07%
P-glycoprotein inhibitior	-	0.9759	97.59%
P-glycoprotein substrate	-	0.9774	97.74%
CYP3A4 substrate	-	0.6898	68.98%
CYP2C9 substrate	-	0.6040	60.40%
CYP2D6 substrate	-	0.8671	86.71%
CYP3A4 inhibition	-	0.7645	76.45%
CYP2C9 inhibition	-	0.8397	83.97%
CYP2C19 inhibition	-	0.9495	94.95%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.9367	93.67%
CYP2C8 inhibition	-	0.7321	73.21%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.7497	74.97%
Carcinogenicity (trinary)	Non-required	0.6522	65.22%
Eye corrosion	-	0.9560	95.60%
Eye irritation	+	0.8489	84.89%
Skin irritation	+	0.7182	71.82%
Skin corrosion	-	0.7268	72.68%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8666	86.66%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5049	50.49%
skin sensitisation	+	0.7678	76.78%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8140	81.40%
Acute Oral Toxicity (c)	III	0.6801	68.01%
Estrogen receptor binding	-	0.5251	52.51%
Androgen receptor binding	+	0.7847	78.47%
Thyroid receptor binding	-	0.5300	53.00%
Glucocorticoid receptor binding	+	0.7231	72.31%
Aromatase binding	+	0.7049	70.49%
PPAR gamma	+	0.5990	59.90%
Honey bee toxicity	-	0.9317	93.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	99.06%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL3194	P02766	Transthyretin	93.13%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.42%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.42%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.26%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.19%	80.78%
CHEMBL3401	O75469	Pregnane X receptor	81.07%	94.73%

Plants that contains it

• Vigna radiata

Cross-Links

• PubChem: 129660911
• LOTUS: LTS0174417
• wikiData: Q105366017