3,4-Di-O-caffeoylquinic acid methyl ester

Details

• Internal ID: 6633c075-6db9-4a4d-aa79-6c84d8ea431e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
• IUPAC Name: methyl (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylate
• SMILES (Canonical): COC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O
• SMILES (Isomeric): COC(=O)[C@@]1(C[C@H]([C@H]([C@@H](C1)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)OC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C26H26O12/c1-36-25(34)26(35)12-20(31)24(38-23(33)9-5-15-3-7-17(28)19(30)11-15)21(13-26)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h2-11,20-21,24,27-31,35H,12-13H2,1H3/b8-4+,9-5+/t20-,21-,24-,26+/m1/s1
• InChI Key: PKJBSZTYNDRXEQ-VOHNXBSUSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₂
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.14242626 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 1.90

Synonyms

• 114637-83-1
• 3,4-Di-O-caffeoyl quinic acid methyl ester
• methyl (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylate
• 3,4-Di-O-caffeoylquinic acid methyl ester
• 4,5-DCQA-Me
• HY-N8448
• BDBM50455381
• AKOS040761060
• CS-0144262

2D Structure

ADMET Properties (via admetSAR 2)

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

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	99.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.34%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.05%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.84%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.83%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.16%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	89.60%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.39%	85.31%
CHEMBL4040	P28482	MAP kinase ERK2	88.31%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.07%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.14%	91.03%
CHEMBL2581	P07339	Cathepsin D	83.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.66%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.53%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.75%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.67%	91.07%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.13%	99.15%

Plants that contains it

• Acacia paradoxa
• Adenia globosa
• Adonis sutchuenensis
• Aglaia grandis
• Anaphalis busua
• Aster indicus
• Astragalus ernestii
• Berneuxia thibetica
• Bhesa nitidissima
• Bongardia chrysogonum
• Calycanthus floridus
• Catunaregam tomentosa
• Chiliadenus candicans
• Chrysanthemum × morifolium
• Chrysanthemum morifolium
• Crassothonna sedifolia
• Cyrtocymura scorpioides
• Episcia cupreata
• Eragrostis curvula
• Fritillaria meleagris
• Impatiens edgeworthii
• Ipomoea pes-caprae
• Isophysis tasmanica
• Liriodendron tulipifera
• Matricaria discoidea
• Metasequoia glyptostroboides
• Petasites japonicus
• Phagnalon rupestre
• Philenoptera laxiflora
• Plantago lundborgii
• Pterocarpus officinalis
• Ranzania japonica
• Ridsdalea wittii
• Scorzonera latifolia
• Seriphidium kurramense
• Sideritis arborescens
• Solanum pseudoquina
• Tetrapanax papyrifer
• Triadica sebifera
• Vitex quinata
• Zanthoxylum myriacanthum

Cross-Links

• PubChem: 10392218
• NPASS: NPC192831
• ChEMBL: CHEMBL464371
• LOTUS: LTS0188737
• wikiData: Q105210454