3,5-Dicaffeoyl-epi-quinic acid

Details

• Internal ID: c6711288-2647-40b2-a004-092a271729b9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: 3,5-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4-dihydroxycyclohexane-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)
• InChI Key: KRZBCHWVBQOTNZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₂
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.12677620 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 1.50

Synonyms

• FT-0777797

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5983	O60218	Aldo-keto reductase family 1 member B10	130 nM	IC50	via Super-PRED
CHEMBL1900	P15121	Aldose reductase	88 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.64%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.87%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL3194	P02766	Transthyretin	92.98%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.21%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.37%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.15%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.90%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.29%	94.45%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	88.14%	97.53%
CHEMBL4208	P20618	Proteasome component C5	86.85%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.21%	99.15%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.88%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.11%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.62%	85.31%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.93%	94.97%
CHEMBL340	P08684	Cytochrome P450 3A4	80.67%	91.19%

Plants that contains it

• Acmella ciliata
• Antonia ovata
• Aster indicus
• Aster koraiensis
• Baccharis dracunculifolia
• Baccharis gaudichaudiana
• Baccharis salicifolia subsp. salicifolia
• Bidens pilosa
• Bridelia ferruginea
• Calea prunifolia
• Centella asiatica
• Chaerophyllum hirsutum
• Chrysanthemum morifolium
• Corchorus olitorius
• Crassocephalum crepidioides
• Cressa cretica
• Cussonia arborea
• Eupatorium perfoliatum
• Glebionis coronaria
• Helichrysum stoechas
• Hieracium gymnocephalum
• Ilex paraguariensis
• Ipomoea batatas
• Ipomoea cairica
• Lactuca indica
• Neurolaena lobata
• Ophryosporus heptanthus
• Petasites japonicus
• Phagnalon rupestre
• Psydrax schimperianus
• Scorzonera latifolia
• Smallanthus sonchifolius
• Solidago canadensis
• Strychnos axillaris
• Tanacetum balsamita
• Werneria nubigena
• Xanthium strumarium
• Youngia japonica

Cross-Links

• PubChem: 60150332
• LOTUS: LTS0076864
• wikiData: Q104170562