3-O-Caffeoylquinic acid methyl ester

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d9050c6f-df2e-4e48-b64f-a3b5c1fcf172
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
IUPAC Name	methyl (1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI	InChI=1S/C17H20O9/c1-25-16(23)17(24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22,24H,7-8H2,1H3/b5-3+/t12-,13-,15-,17+/m1/s1
InChI Key	MZNIJRAPCCELQX-AWOKGZDASA-N
Popularity	55 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₂₀O₉
Molecular Weight	368.30 g/mol
Exact Mass	368.11073221 g/mol
Topological Polar Surface Area (TPSA)	154.00 Å²
XlogP	-0.10

Synonyms

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3-O-Caffeoylquinic acid methyl ester

123483-19-2

Methyl 5-o-caffeoylquinate

Chlorogenic acid, methyl ester

E6GC3KV7JK

Chlorogenic methyl ester

DTXSID501289036

Cyclohexanecarboxylic acid, 3-(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,4,5-trihydroxy-, methyl ester, (1S,3R,4R,5R)-

Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-1,4,5-trihydroxy-, methyl ester, (1S,3R,4R,5R)-

Cyclohexanecarboxylic acid, 3-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,4,5-trihydroxy-, methyl ester, (1S-(1alpha,3beta,4alpha,5alpha))-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.05%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.49%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.10%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.17%	85.31%
CHEMBL1951	P21397	Monoamine oxidase A	87.42%	91.49%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.97%	91.03%
CHEMBL221	P23219	Cyclooxygenase-1	85.46%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.40%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.76%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.03%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.85%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.47%	91.07%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.95%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.95%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.16%	91.19%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aframomum daniellii

Akebia quinata

Akebia trifoliata

Alangium grisolleoides