| Identification | Back Directory | [Name]
Cryptochlorogenic acid | [CAS]
905-99-7 | [Synonyms]
4-Caffeoylquinic acid
Cryptochlorogenic acid
Cryptochlorogenin Acid
4-Dicaffeoylquinic Acid
Quinic acid 4-O-caffeate
Cryptochlorogenic acid(4')
4-O-trans-caffeoylquinic acid
4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid
Cryptochlorogenic acid，4-Caffeoylquinic acid
4-Caffeoylquinic acid/ Cryptochlorogenic acid
4-Caffeoylquinic acid
Quinic acid 4-O-caffeate
3,4-Dihydroxycinnamic acid 4-carboxy-2,4,6-trihydroxycyclohexyl ester
(1S,3R,4S,5R)-4-(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,3,5-trihydroxycyclohexanecarboxylic acid | [Molecular Formula]
C16H18O9 | [MDL Number]
MFCD10566638 | [MOL File]
905-99-7.mol | [Molecular Weight]
354.309 |
| Chemical Properties | Back Directory | [Boiling point ]
694.9±55.0 °C(Predicted) | [density ]
1.65 | [storage temp. ]
?20°C | [solubility ]
DMSO : 50 mg/mL (141.12 mM; Need ultrasonic) | [form ]
neat | [pka]
4.07±0.50(Predicted) | [color ]
White-pale yellow | [Optical Rotation]
[α]/D -76.0±5.0°, c = 0.5 in H2O | [Stability:]
Hygroscopic | [Major Application]
food and beverages | [InChI]
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/t11-,12-,14-,16+/m1/s1 | [InChIKey]
GYFFKZTYYAFCTR-NCZKRNLISA-N | [SMILES]
O([C@H]1[C@@H](C[C@](C[C@H]1O)(O)C(=O)O)O)C(=O)C=CC1C=CC(=C(C=1)O)O |
| Hazard Information | Back Directory | [Definition]
ChEBI: A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 4-hydroxy group of (+)-quinic acid. | [Chemical Properties]
White needle-shaped crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Eucommia ulmoides, Lonicera japonica, and Honeysuckle. | [Uses]
Cryptochlorogenic acid may be used as a reference standard in the determination of cryptochlorogenic acid in the leaves of Hibiscus sabdariffa using high performance liquid chromatography coupled with mass spectrometry (HPLC-MS). | [General Description]
Cryptochlorogenic acid is a polyphenol, found in a variety of plants, which plays a crucial role in protection against various age-related diseases. | [Biochem/physiol Actions]
4-O-Caffeoylquinic acid (4-CQA) is a major active antioxidant marker in mulberry leaf extract. It is an inhibitor of ferroptosis hence, it is recognized as a potent anti-diabetic agent. 4-CQA plays an important role in the upregulation of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway. | [in vivo]
Pharmacokinetic parameters of Cryptochlorogenic acid after intragastric administration of Cryptochlorogenic acid at three dosages[2]
| Dose (mg/kg) | Cmax (μg/L) | tmax (h) | t1/2 (h) | AUC0-t (μg?h/L) | AUC0-∞ (μg?h/L) | MRT0-t (h) | MRT0-∞ (h) | | 100 | 630 | 0.33 | 2.00 | 1938.91 | 1977.70 | 3.21 | 3.51 | | 200 | 1270.09 | 0.47 | 1.97 | 3071.87 | 3179.41 | 3.23 | 3.39 | | 400 | 2582.68 | 0.44 | 2.34 | 8825.32 | 9139.54 | 3.47 | 3.93 |
| [IC 50]
HIF-1α |
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