1,5-Di-O-caffeoylquinic acid
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Grundinformationen
- CAS
19870-46-3- Standard-SMILES
O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@@](OC(=O)/C=C/c2ccc(O)c(O)c2)(C(=O)O)C[C@@H](O)[C@@H]1O- InChIKey
YDDUMTOHNYZQPO-RVXRWRFUSA-N- Summenformel
- C25H24O12
- Durchschnittliche Molmasse
- 516,455 g/mol
- Monoisotopische Masse
- 516,12677621
Namen und Bezeichner
- Bevorzugter Name
- 1,5-Di-O-caffeoylquinic acid
- IUPAC
- (1R,3R,4S,5R)-1,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxycyclohexane-1-carboxylic acid
- Englischer Name
- CYNARIN
- Summenformel
- C25H24O12
- Molmasse
- 516.45
Namen und Synonyme
1,5-di-O-Caffeoylquinic acid19870-46-3 CYNARIN1,3-Dicaffeoylquinic acidDicaffeoylquinic Acid, 1,5-1,3-0-Dicaffeoylquinic acid1,5-Dicaffeoylquinic acid-RM1,3-Dicaffeoylquinic acid - [D94403]1,3-Dicaffeoylquinic acid (Standard)1,3-Dicaffeoylquinic acid, 10 mM in DMSO(1S,3R,4R,5R)-1,3-O-Dicaffeoylquinic acid
Datenbank-Bezeichner
- CAS
19870-46-3、212891-05-9、30964-13-7- PubChem CID
- 5281769
- DTXSID
DTXSID301309674- ChEMBL
CHEMBL2105478、CHEMBL487258- ChEBI
CHEBI:520- UNII
- 85D81U9JAV
- EC Number
- 815-081-5
- Nikkaji
- J3.079.817A、J354.360I
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 819.9 · 819.9±65.0 °C(Predicted)
- Dichte
- 1 · 1+-.0.1 g/cm3(Predicted)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- Löslichkeit
- 5 mg/mL, · soluble5mg/mL, clear, colorless to light yellow
- Aggregatzustand
- Solid
- pka
- 2.5 · 2.50±0.50(Predicted)
- Farbe
- white to off-white
- Stabilität
- Hygroscopic
- Major Application
- food and beverages
- InChIKey
- YDDUMTOHNYZQPO-PSEXTPKNSA-N
- SMILES
- O[C@@H]1C[C@@](C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)(OC(=O)\C=C\c3ccc(O)c(O)c3)C(O)=O
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
Beschreibung1,5-Dicaffeoylquinic acid (1,5-DCQA) has been found in A. montana and is an HIV-1 integrase inhibitor and free radical scavenger. 1,5-DCQA inhibits HIV-1 integrase 3'' end processing, end joining, and disintegration with IC50 values of 0.35, 0.56, and 0.84 μg/ml, respectively. It also inhibits HIV-1 replication in MT-2 T lymphoblastoid cells with an ED50value of 2 μg/ml. 1,5-DCQA (0.25-1 μM) reduces the level of free radicals released from human polymorphonuclear (PMN) cells stimulated by N-formyl-Met-Leu-Phe (fMLP; ) in a dose-dependent manner. It also dose-dependently increases cell survival and glutathione (GSH) levels and decreases reactive oxygen species (ROS) production and lactate dehydrogenase (LDH) release in an oxygen-glucose deprivation/reperfusion assay in rat cerebral astrocytes when used at concentrations ranging from 5 to 100 μM.
Verwenden1,5-Dicaffeoylquinic Acid acts as an anti-hyperlipidemic agent. In addition, acts as a neuroprotective agent against amyloid-β toxicity in the treatement of Alzheimer’s.
Anbieter100 Anbieter
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