1-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxy]propane-1,2,3-tricarboxylic acid

Details

• Internal ID: 8ead71a1-763e-4c09-b17c-697e97a4c063
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 1-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propane-1,2,3-tricarboxylic acid
• SMILES (Canonical): C1=CC(=C(C=C1C=CC(=O)OC(C(CC(=O)O)C(=O)O)C(=O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C=CC(=O)OC(C(CC(=O)O)C(=O)O)C(=O)O)O)O
• InChI: InChI=1S/C15H14O10/c16-9-3-1-7(5-10(9)17)2-4-12(20)25-13(15(23)24)8(14(21)22)6-11(18)19/h1-5,8,13,16-17H,6H2,(H,18,19)(H,21,22)(H,23,24)
• InChI Key: KYSQDMNDMYECNZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₁₀
• Molecular Weight: 354.26 g/mol
• Exact Mass: 354.05869664 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8825	88.25%
Caco-2	-	0.9129	91.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5651	56.51%
P-glycoprotein inhibitior	-	0.9037	90.37%
P-glycoprotein substrate	-	0.9276	92.76%
CYP3A4 substrate	-	0.5890	58.90%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.8995	89.95%
CYP2C9 inhibition	-	0.9656	96.56%
CYP2C19 inhibition	-	0.9654	96.54%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.8991	89.91%
CYP2C8 inhibition	+	0.5171	51.71%
CYP inhibitory promiscuity	-	0.9711	97.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8475	84.75%
Carcinogenicity (trinary)	Non-required	0.6530	65.30%
Eye corrosion	-	0.9647	96.47%
Eye irritation	-	0.7972	79.72%
Skin irritation	-	0.5316	53.16%
Skin corrosion	-	0.8785	87.85%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6849	68.49%
Micronuclear	+	0.7718	77.18%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.6210	62.10%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7882	78.82%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.6463	64.63%
Androgen receptor binding	+	0.8102	81.02%
Thyroid receptor binding	-	0.7124	71.24%
Glucocorticoid receptor binding	+	0.5692	56.92%
Aromatase binding	-	0.6650	66.50%
PPAR gamma	-	0.6781	67.81%
Honey bee toxicity	-	0.8306	83.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9631	96.31%

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	98.72%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.98%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.93%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.65%	96.00%
CHEMBL3194	P02766	Transthyretin	94.63%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.26%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	81.41%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%

Plants that contains it

• Amaranthus cruentus
• Ananas comosus
• Dactylis glomerata

Cross-Links

• PubChem: 439851
• LOTUS: LTS0047078
• wikiData: Q105147914