2-[3-[2-[2-Carboxy-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]ethyl]-4,5-dihydroxyphenyl]-3-(3,4-dihydroxyphenyl)propanoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

Details

• Internal ID: 0cb9a560-b4d1-418b-8ed0-84258dd97307
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 2-[3-[2-[2-carboxy-2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]ethyl]-4,5-dihydroxyphenyl]-3-(3,4-dihydroxyphenyl)propanoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
• SMILES (Canonical): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)CC(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3CC(C(=O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC(C(=O)O)OC(=O)CC(C2=CC(=C(C=C2)O)O)C3=CC(=C(C=C3CC(C(=O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O
• InChI: InChI=1S/C36H32O16/c37-23-5-1-17(9-26(23)40)3-8-33(45)51-32(36(49)50)14-20-13-29(43)30(44)15-21(20)22(19-4-7-25(39)28(42)12-19)16-34(46)52-31(35(47)48)11-18-2-6-24(38)27(41)10-18/h1-10,12-13,15,22,31-32,37-44H,11,14,16H2,(H,47,48)(H,49,50)
• InChI Key: RTPGOEQPYCTARL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₂O₁₆
• Molecular Weight: 720.60 g/mol
• Exact Mass: 720.16903493 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.8950	89.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8678	86.78%
OATP2B1 inhibitior	-	0.7092	70.92%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9126	91.26%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	-	0.6376	63.76%
CYP3A4 substrate	+	0.5569	55.69%
CYP2C9 substrate	+	0.6120	61.20%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.8301	83.01%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.6667	66.67%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	-	0.8708	87.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8330	83.30%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8877	88.77%
Skin irritation	-	0.7406	74.06%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6777	67.77%
Micronuclear	+	0.6001	60.01%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6187	61.87%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8089	80.89%
Acute Oral Toxicity (c)	III	0.7621	76.21%
Estrogen receptor binding	+	0.7553	75.53%
Androgen receptor binding	+	0.7939	79.39%
Thyroid receptor binding	-	0.5052	50.52%
Glucocorticoid receptor binding	+	0.5430	54.30%
Aromatase binding	-	0.5219	52.19%
PPAR gamma	+	0.6805	68.05%
Honey bee toxicity	-	0.6346	63.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.40%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.72%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.57%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.66%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.71%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.69%	99.17%
CHEMBL3194	P02766	Transthyretin	90.46%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.27%	91.71%
CHEMBL221	P23219	Cyclooxygenase-1	89.19%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.47%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.94%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	87.21%	83.82%
CHEMBL1255126	O15151	Protein Mdm4	86.20%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.33%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.17%	89.33%
CHEMBL236	P41143	Delta opioid receptor	82.01%	99.35%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 75580662
• LOTUS: LTS0072163
• wikiData: Q105245318