Cryptochlorogenic acid - analytical standard,Moligand™ , CAS No.905-99-7

CAS: 905-99-7 Cat. No.: C117944 Molecular Weight: 354.31

GRADE & PURITY Analytical standard, Moligand™

Synonyms

Cinnamic acid, 3,4-dihydroxy-, 4-carboxy-2,4,6-trihydroxycyclohexyl ester | Cyclohexanecarboxylic acid, 4-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1,3,5-trihydroxy-, (1alpha,3R,4alpha,5R)- | 4-Caffeoylquinic acid | Quinic acid, 4-caffeoyl-, E- | AK

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Specifications

Synonyms

Cinnamic acid, 3, 4-dihydroxy-, 4-carboxy-2, 4, 6-trihydroxycyclohexyl ester | Cyclohexanecarboxylic acid, 4-((3-(3, 4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-1, 3, 5-trihydroxy-, (1alpha, 3R, 4alpha, 5R)- | 4-Caffeoylquinic acid | Quinic acid, 4-caffeoyl-, E- | AK

Specifications & Purity

analytical standard, Moligand™

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard, Moligand™

Names and Identifiers

• Canonical Smiles: C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O
• IUPAC Name: (3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
• InChIKey: GYFFKZTYYAFCTR-AVXJPILUSA-N
• 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)/b4-2+/t11-,12-,14?,16?/m1/s1
• Isomeric SMILES: C1[C@H](C([C@@H](CC1(C(=O)O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O
• WGK Germany: 3
• Molecular Weight: 354.31
• Reaxy-Rn: 2177015
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2177015&ln=

Chemical and Physical Properties

• Sensitivity: light sensitive
• Specific Rotation[α]: [α]/D -76.0±5.0°, c = 0.5 in H2O
• Melt Point(°C): 182-184°C
• Molecular Weight: 354.310 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 354.095 Da
• Monoisotopic Mass: 354.095 Da
• Topological Polar Surface Area: 165.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 520.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Dongsheng Hu, Xiaogang Liu, Yuyue Qin, Jiatong Yan, Rongmei Li, Qiliang Yang.  (2023)  The impact of different drying methods on the physical properties, bioactive components, antioxidant capacity, volatile components and industrial application of coffee peel.  Food Chemistry-X,      [PMID:37780243] [10.1016/j.fochx.2023.100807]

2. Yan Yu, Yan-Ping Liu, Jin-Fen Zheng, Xi-Jin Yang, Qi-Ju Shao, Dan Wang, Luo-Wei Wang, Fu-Zhen Li, Lan Yu, Rong-Xiang Chen.  (2025)  Comprehensive profiling of antioxidants in Zanthoxylum bungeanum leaves using two-dimensional liquid chromatography and regional comparisons.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2025.2479629]

3. Xue Bai, Yinuo Liu, Yuchen Cao, Zhouye Ma, Yue Chen, Shuai Guo.  (2024)  Exploring the potential of cryptochlorogenic acid as a dietary adjuvant for multi-target combined lung cancer treatment.  PHYTOMEDICINE,      [PMID:39053244] [10.1016/j.phymed.2024.155907]

4. Xu Han, Xiaqing Wu, Fanglin Liu, Huan Chen, Hongwei Hou.  (2024)  Inhibition of LPS-induced inflammatory response in RAW264.7 cells by natural Chlorogenic acid isomers involved with AKR1B1 inhibition.  BIOORGANIC & MEDICINAL CHEMISTRY,      [PMID:39396466] [10.1016/j.bmc.2024.117942]

5. Ming-Mai Bao, Ying-Chao Liu, Hao-Nan Xu, Jing Zhang, Yin-Long Guo.  (2025)  Energy-resolved in-source dissociation spectra by tunable pulsed arc plasma ionization for the differentiation of structural isomers.  CHINESE CHEMICAL LETTERS,      [PMID:] [10.1016/j.cclet.2025.112060]