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Chlorogenic acid (Standard)

CAT: 0804-HY-N0055R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0055R-01Size:10 mg
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Description
Chlorogenic acid (Standard) is the analytical standard of Chlorogenic acid. This product is intended for research and analytical applications. Chlorogenic acid is a major phenolic compound in Lonicera japonica Thunb. It is an orally active antioxidant activity, antibacterial, hepatoprotective, cardioprotective, anti-inflammatory, antipyretic, neuroprotective, anti-obesity, antiviral, anti-microbial, anti-hypertension compound[1][2][3].
CAS Number
327-97-9
Product Name Alternative
3-O-Caffeoylquinic acid (Standard) ; Heriguard (Standard) ; NSC-407296 (Standard)
UNSPSC
12352005
Target
Bacterial; Endogenous Metabolite; HIF/HIF Prolyl-Hydroxylase; Influenza Virus; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Applications
COVID-19-anti-virus
Field of Research
Cancer; Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/chlorogenic-acid-standard.html
Purity
98.20
Smiles
O=C([C@@]1(O)C[C@@H](OC(/C=C/C2=CC=C(O)C(O)=C2)=O)[C@H](O)[C@H](O)C1)O
Molecular Formula
C16H18O9
Molecular Weight
354.31
References & Citations
[1]Park JJ, et al. Chlorogenic acid inhibits hypoxia-induced angiogenesis via down-regulation of the HIF-1α/AKT pathway. Cell Oncol (Dordr) . 2015 Jan 6.|[2]Park SH, et al. IRAK4 as a Molecular Target in the Amelioration of Innate Immunity-Related Endotoxic Shock and Acute Liver Injury by Chlorogenic Acid. J Immunol. 2015 Feb 1;194 (3) :1122-30.|[3]Kang JW, et al. Protective Effects of Chlorogenic Acid against Experimental Reflux Esophagitis in Rats. Biomol Ther (Seoul) . 2014 Sep;22 (5) :420-5.|[4]Huang S, et al. Chlorogenic acid effectively treats cancers through induction of cancer cell differentiation. Theranostics. 2019 Sep 19;9 (23) :6745-6763.
Shipping Conditions
Blue Ice
Storage Conditions
4°C, sealed and dry storage, away from light and moisture
Scientific Category
Reference Standards

Chemical Information

Chlorogenic Acid

Chlorogenic acid is a cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 3-hydroxy group of quinic acid. It is an intermediate metabolite in the biosynthesis of lignin. It has a role as a plant metabolite and a food component. It is a tannin and a cinnamate ester. It is functionally related to a trans-caffeic acid and a (-)-quinic acid. It is a conjugate acid of a chlorogenate.

CAS Number327-97-9
PubChem CID1794427
IUPAC Name(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Molecular FormulaC16H18O9
Molecular Weight354.31
XLogP-0.4
Topological Polar Surface Area165
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Heavy Atom Count25
Formal Charge0
Complexity534
SMILES
C1[C@H]([C@H]([C@@H](C[C@@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O
InChI
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
InChIKey
CWVRJTMFETXNAD-JUHZACGLSA-N
Chemical Structure
2D Structure
2D structure of Chlorogenic Acid
CAS: 327-97-9
CID: 1794427
Formula: C16H18O9
MW: 354.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight354.31
XLogP3-0.4
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass354.09508215
Monoisotopic Mass354.09508215
Topological Polar Surface Area165 Ų
Heavy Atom Count25
Formal Charge0
Complexity534
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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