(1S)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid

Details

• Internal ID: 98c42a6e-804c-4448-a621-446313aa14c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: (1S)-3,4-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
• SMILES (Canonical): C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
• SMILES (Isomeric): C1C(C(C(C[C@@]1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
• InChI: InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/t19?,20?,23?,25-/m0/s1
• InChI Key: UFCLZKMFXSILNL-VCFKWBLOSA-N
• Popularity: 39 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

There are no found synonyms.

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	240 nM	IC50	via Super-PRED
CHEMBL1900	P15121	Aldose reductase	78 nM	IC50	via Super-PRED
CHEMBL2487	P05067	Beta amyloid A4 protein	100 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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.32%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	93.56%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.17%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.06%	94.08%
CHEMBL3194	P02766	Transthyretin	90.55%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.93%	99.15%
CHEMBL4208	P20618	Proteasome component C5	89.85%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.60%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.69%	96.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.00%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.18%	97.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	83.95%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	83.66%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.42%	95.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.79%	94.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.31%	94.97%

Plants that contains it

• Achillea millefolium
• Aster spathulifolius
• Baccharis dracunculifolia
• Baccharis salicifolia subsp. salicifolia
• Cephalaria ambrosioides
• Coffea arabica
• Coffea canephora
• Cuscuta reflexa
• Cynara cardunculus
• Ericameria paniculata
• Isertia pittieri
• Neonauclea sessilifolia
• Neurolaena lobata
• Reichardia tingitana
• Selaginella delicatula
• Sphagneticola calendulacea

Cross-Links

• PubChem: 129316855
• LOTUS: LTS0244229
• wikiData: Q104393488