[2-[3-(3,4-Dihydroxyphenyl)prop-2-enoyloxy]-4,6-dihydroxy-4-methoxycarbonylcyclohexyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: f57ea9f2-d653-4606-87d4-184cb7a25c03
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: [2-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-4,6-dihydroxy-4-methoxycarbonylcyclohexyl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O
• SMILES (Isomeric): COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)O
• InChI: InChI=1S/C24H24O13/c1-35-23(33)24(34)9-17(29)21(37-22(32)12-7-15(27)20(31)16(28)8-12)18(10-24)36-19(30)5-3-11-2-4-13(25)14(26)6-11/h2-8,17-18,21,25-29,31,34H,9-10H2,1H3
• InChI Key: VMLJFBIJZLTOFL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₃
• Molecular Weight: 520.40 g/mol
• Exact Mass: 520.12169082 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8608	86.08%
Caco-2	-	0.8955	89.55%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7263	72.63%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.8550	85.50%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7838	78.38%
BSEP inhibitior	+	0.8730	87.30%
P-glycoprotein inhibitior	+	0.6464	64.64%
P-glycoprotein substrate	-	0.5449	54.49%
CYP3A4 substrate	+	0.6432	64.32%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.7768	77.68%
CYP2C9 inhibition	-	0.7707	77.07%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	-	0.7073	70.73%
CYP2C8 inhibition	+	0.5810	58.10%
CYP inhibitory promiscuity	-	0.9397	93.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8554	85.54%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.7129	71.29%
Skin corrosion	-	0.8867	88.67%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8334	83.34%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7592	75.92%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9630	96.30%
Acute Oral Toxicity (c)	III	0.6778	67.78%
Estrogen receptor binding	+	0.8485	84.85%
Androgen receptor binding	+	0.8431	84.31%
Thyroid receptor binding	+	0.5774	57.74%
Glucocorticoid receptor binding	+	0.6784	67.84%
Aromatase binding	-	0.5129	51.29%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	99.89%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.49%	91.49%
CHEMBL4208	P20618	Proteasome component C5	94.57%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.11%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.94%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	91.57%	90.17%
CHEMBL3194	P02766	Transthyretin	90.84%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.62%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.71%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.99%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.25%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.61%	91.07%
CHEMBL2581	P07339	Cathepsin D	84.24%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.16%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.55%	92.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.40%	91.03%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.24%	90.24%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.19%	83.65%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.59%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.15%	96.95%

Plants that contains it

• Manilkara zapota

Cross-Links

• PubChem: 85343295
• LOTUS: LTS0208320
• wikiData: Q105289049