Cas no 6537-80-0 (Chicoric acid)
Chicoric acid Chemical and Physical Properties
Names and Identifiers
-
- l-Chicoric acid
- (2R,3R)-2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-butanedioic acid
- Dicaffeoyl tartaric acid
- cichoric acid
- Butanedioic acid, 2,3-bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-, (R-(R*,R*))-
- Chicoric acid
- (2R,3R)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
- (2S,3S)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
- CICHORIC ACID(P) (AHP Verified)
- CICHORIC ACID(P) (AHP Verified) PrintBack
- (-)-2,3-bis{[3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enyl]oxy}butanedioic acid
- (-)-Chicoric acid
- (2r,3r)-2,3-bis[[(e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
- 2,3-dicaffeoyltartaric acid
- CHICHORIC ACID
- CHICORIC ACID WITH HPLC
- Cichoric Acid (Chicoric acid)
- CICHORIC ACID(AHP)
- CICHORINIC ACID
- 2,3-Dicaffeoyl-L-tartaric acid
- L-Cichoric acid
- NSC699173
- S4YY3V8YHD
- dicaffeoyltartaric acid
- 2,3-Bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid
- (R-(R*,R*-(E,E)))-2,3-Bis((3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid
- (2R,3R)-2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic ac
- Echinacea Extract
- Echinacea extract powder
- ChicoricAcid
- NS00037116
- ( -)-Chicoric acid, analytical standard
- Chicoric Acid, United States Pharmacopeia (USP) Reference Standard
- 6537-80-0
- 70831-56-0
- NCGC00091914-04
- (2R,3R)-2,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]butanedioic acid
- UNII-S4YY3V8YHD
- HY-N0457
- L-CA
- trans-Caffeoyltartaric acid
- s9133
- butanedioic acid, 2,3-bis(((2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl)oxy)-, (2R,3R)-
- GKP
- Tox21_201055
- NCGC00091914-04!(2R,3R)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
- A914269
- 1ST40121
- CHICORIC ACID [USP-RS]
- Dicaffeoyl-L-tartaric acid
- CS-4262
- AC-34315
- YDDGKXBLOXEEMN-IABMMNSOSA-N
- CHEBI:3594
- L-DCTA
- 1-chicoricacid
- Chicoric acid, (-)-
- NSC-699173
- (2R,3R)-2,3-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid
- C3450
- (-)-Chicoric acid;trans-Caffeoyltartaric acid
- Q5119402
- (2R,3R)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}succinic acid
- NSC 699173
- CHEMBL282731
- 2,3-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]butanedioic acid
- [S-(R*,R*)]-2,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]butanedioic acid
- Chicoric Acid, >=95% (HPLC)
- DTXCID8013332
- BDBM50076273
- CAS-70831-56-0
- NCGC00258608-01
- DTXSID0033332
- CCG-269487
- (-)-L-Chicoric acid
- D78144
- Cichoric-Acid
- NCGC00091914-02
- MFCD00189418
- TARTARIC ACID, BIS(3,4-DIHYDROXYCINNAMATE)
- (2R,3R)-2,3-Bis-[(E)-3-(3,4-dihydroxy-phenyl)-acryloyloxy]-succinic acid
- (2R,3R)-2,3-bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)succinic acid
- Butanedioic acid, 2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (2R,3R)-
- (2R,3R)-2,3-Bis[[(E)-3-(3,4-dihydroxyphenyl)acryloyl]oxy]succinic Acid
- NCGC00091914-01
- (2R,3R)-2,3-bis((E)-3-(3,4-dihydroxyphenyl)acryloyloxy)succinic acid
- AC-36990
- Butanedioic acid, 2,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, [R-[R*,R*-(E,E)]]-
- Butanedioic acid, 2,3-bis(((2E)-3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)-, (2R,3R)-
- L-Chicoricacid
- (2R,3R)-2,3-bis{[3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid
- Butanedioic acid, 2,3-bis((3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)-, (R-(R*,R*-(E,E)))-
- Butanedioic acid, 2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (2R,3R)- (9CI)
- AS-56447
- SCHEMBL15532218
- AKOS000278435
- l-Chicoric-acid
- DA-72145
- DA-72146
- GLXC-10979
- (-)-CICHORIC ACID
-
- MDL: MFCD22683653
- Inchi: 1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
- InChI Key: YDDGKXBLOXEEMN-IABMMNSOSA-N
- SMILES: O(C(/C=C/C1C=CC(=C(C=1)O)O)=O)[C@@H](C(=O)O)[C@H](C(=O)O)OC(/C=C/C1C=CC(=C(C=1)O)O)=O
Computed Properties
- Exact Mass: 474.07974
- Monoisotopic Mass: 474.07982601 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 6
- Hydrogen Bond Acceptor Count: 12
- Heavy Atom Count: 34
- Rotatable Bond Count: 11
- Complexity: 740
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 2
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 208
- Molecular Weight: 474.4
- XLogP3: 2
Experimental Properties
- Density: 1.6±0.1 g/cm3
- Boiling Point: 785°C at 760 mmHg
- Flash Point: 272.9±26.4 °C
- Solubility: 25.62 mg/L @ 25 °C (est)
- PSA: 208.12
- LogP: 1.22840
Chicoric acid Security Information
-
Symbol:
- Signal Word:Danger
- Hazard Statement: H302-H317-H334
- Warning Statement: P261-P280-P342+P311
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: 22-42/43
- Safety Instruction: 22-36/37-45
-
Hazardous Material Identification:
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
Chicoric acid Pricemore >>
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| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X46545-50mg |
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6537-80-0 | 98% | 5mg |
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| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X46545-25mg |
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Chicoric acid Suppliers
Chicoric acid Related Literature
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Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
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Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
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Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
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Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
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Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
Additional information on Chicoric acid
Chicoric Acid (CAS No. 6537-80-0): An Overview of Its Properties, Applications, and Recent Research Advances
Chicoric acid (CAS No. 6537-80-0) is a naturally occurring compound that has gained significant attention in the fields of chemistry, biology, and pharmacology due to its diverse biological activities and potential therapeutic applications. This compound, also known as caftaric acid, is primarily found in plants such as Echinacea purpurea, Cichorium intybus, and Bupleurum falcatum. Its unique chemical structure and biological properties make it a subject of extensive research, particularly in the areas of anti-inflammatory, antioxidant, and antiviral activities.
Chemical Structure and Properties: Chicoric acid is a dicaffeoyl tartaric acid derivative with the molecular formula C16H18O9. It is a white to off-white crystalline solid that is soluble in water and ethanol. The compound's structure consists of two caffeoyl groups attached to a tartaric acid backbone, which contributes to its high reactivity and stability. This unique structure allows chicoric acid to interact with various biological targets, making it a versatile compound in both research and application.
Biological Activities: One of the most notable properties of chicoric acid is its potent anti-inflammatory activity. Studies have shown that it can inhibit the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α) in various cell lines. This makes it a promising candidate for the treatment of inflammatory diseases such as arthritis and inflammatory bowel disease (IBD). Additionally, chicoric acid has been found to possess strong antioxidant properties, which can help protect cells from oxidative stress and damage caused by free radicals.
Antiviral Activity: Recent research has also highlighted the antiviral potential of chicoric acid. Studies have demonstrated that it can inhibit the replication of several viruses, including herpes simplex virus (HSV) and influenza virus. The mechanism behind this antiviral activity is thought to involve the modulation of viral entry into host cells and the inhibition of viral gene expression. These findings suggest that chicoric acid could be developed into antiviral drugs or supplements to combat viral infections.
Pharmacological Applications: The diverse biological activities of chicoric acid have led to its exploration in various pharmacological applications. In addition to its anti-inflammatory and antiviral properties, chicoric acid has been investigated for its potential in cancer therapy. Preclinical studies have shown that it can induce apoptosis in cancer cells and inhibit tumor growth, making it a potential candidate for cancer treatment. Furthermore, chicoric acid has been studied for its neuroprotective effects, with research indicating that it can reduce neuroinflammation and protect neurons from damage in models of neurodegenerative diseases such as Alzheimer's disease.
Current Research Trends: The interest in chicoric acid continues to grow, with ongoing research focusing on elucidating its mechanisms of action and exploring new applications. One area of active investigation is the use of chicoric acid in combination with other compounds to enhance its therapeutic effects. For example, studies have shown that combining chicoric acid with other natural compounds such as curcumin can synergistically enhance their anti-inflammatory and antioxidant activities. Additionally, efforts are being made to develop more stable and bioavailable forms of chicoric acid for clinical use.
Sustainability and Extraction Methods: The sustainable extraction of chicoric acid from plant sources is another important area of research. Traditional extraction methods often involve the use of organic solvents, which can be environmentally harmful. Therefore, there is a growing interest in developing greener extraction techniques such as supercritical fluid extraction (SFE) and microwave-assisted extraction (MAE). These methods not only reduce the environmental impact but also improve the yield and purity of chicoric acid.
Conclusion: In summary, chicoric acid (CAS No. 6537-80-0) is a multifaceted compound with a wide range of biological activities that make it a valuable asset in both research and practical applications. Its anti-inflammatory, antioxidant, antiviral, anticancer, and neuroprotective properties position it as a promising candidate for the development of new therapeutic agents. Ongoing research continues to uncover new insights into its mechanisms of action and potential applications, ensuring that chicoric acid remains at the forefront of scientific inquiry in the fields of chemistry, biology, and pharmacology.
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