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Neochlorogenic acid structure, CAS 906-33-2

Neochlorogenic acid

CAS Number906-33-2

Synonyms3-{[3-(3,4-Dihydroxyphenyl)acryloyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid; 3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy] 1,4,5-trihydroxycyclohexanecarboxylic acid

Molecular FormulaC16H18O9

Molecular Weight354.31

Purity≥98.0 (HPLC)%

Density1.7±0.1 g/cm3

Boiling Point665.0±55.0 °C at 760 mmHg

Melting Point

Flash Point

Appearancepowder or crystals

EINECS212-997-1

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-9025570 Purity: ≥98.0 (HPLC)%
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Quality Control of [ 906-33-2 ] Purity: ≥98.0 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number906-33-2
Catalog No.2A-9025570
Chinese Name新绿原酸
Synonyms3-{[3-(3,4-Dihydroxyphenyl)acryloyl]oxy}-1,4,5-trihydroxycyclohexanecarboxylic acid; 3-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy] 1,4,5-trihydroxycyclohexanecarboxylic acid
Molecular FormulaC16H18O9
Molecular Weight354.31
Purity≥98.0 (HPLC)
Density1.7±0.1 g/cm3
Boiling Point665.0±55.0 °C at 760 mmHg
Appearancepowder or crystals
Storage Condition2-8°C
ApplicationNeochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits TNF-α and IL-1β production. Neochlorogenic acid inhibits iNOS and COX-2 prot
EINECS212-997-1
HTC29182900
PubChem ID329770338
MDL NumberMFCD10566639
SMILESO[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@H]1O)C(O)=O
InChI1S/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
InChI KeyCWVRJTMFETXNAD-NXLLHMKUSA-N
NACRES CodeNA.32
UNSPSC12352204
Hazard Symbolstransportation
MSDSmsds/25570_1_906_33_2.pdf
BioactivityNeochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Interleukin Related Signaling Pathways >> Apoptosis >> TNF Receptor Natural Products >> Phenylpropanoids Research Areas >> Inflammation/Immunology Target p65 IL-1β TNF-α COX-2 In Vitro Neochlorogenic acid (NCA) shows a reduction of lipopolysaccharide (LPS)-induced NO production by suppressing iNOS and COX-2 protein expression and production of pro-inflammatory cytokines, such as TNF-α and IL-1β, in BV2 microglia cells. In addition, phosphorylated p38 MAPK and NF-κB p65 are also inhibited by Neochlorogenic acid in activated microglia. iNOS and COX-2 levels are increased in LPS-induced BV2 cells, but this increase is significantly inhibited after treatment with 50 and 100 μM Neochlorogenic acid[1]. Cell Assay Mouse BV2 microglial cells are maintained in DMEM, supplemented with 5 % FBS and 1 % antibiotic-antimycotic in a humidified incubator with 5 % CO2 at 37°C. Neochlorogenic acid and Dexamethasone as positive control are dissolved in DMSO to a final concentration of 10 mM for the stock solution. Treatments with LPS and/or Neochlorogenic acid are carried out under serum-free conditions. Effects of Neochlorogenic acid are measured on cell viability in lipopolysaccharide (LPS)-stimulated BV2 microglial cells. The cells are treated with or without LPS (4 μg/ml) and Neochlorogenic acid (10, 50, and 100 μM) for 24 h. Dexamethasone (10 μM) is used for positive control. Cell viability is confirmed by the MTT assay. The medium was removed from the wells, MTT was added, and the samples were then incubated for 3 h at 37°C. The formazan crystals were dissolved by adding DMSO, and the absorbance values were measured at 540 nm using a microplate reader[1]. References [1]. Kim M, et al. Neochlorogenic Acid Inhibits Lipopolysaccharide-Induced Activation and Pro-inflammatory Responses in BV2 Microglial Cells. Neurochem Res. 2015 Sep;40(9):1792-8. Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 665.0±55.0 °C at 760 mmHg Molecular Formula C16H18O9 Molecular Weight 354.309 Flash Point 245.5±25.0 °C Exact Mass 354.095093 PSA 164.75000 LogP -0.36 Vapour Pressure 0.0±2.1 mmHg at 25°C Index of Refraction 1.690 InChIKey CWVRJTMFETXNAD-NXLLHMKUSA-N SMILES O=C(C=Cc1ccc(O)c(O)c1)OC1CC(O)(C(=O)O)CC(O)C1O Storage condition 2-8°C
Use ofNeochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation. Properties Name Neochlorogenic acid Synonym More Synonyms Neochlorogenic acid Biological Activity Description Neochlorogenic acid is a natural polyphenolic compound found in dried fruits and other plants. Neochlorogenic acid inhibits the production of TNF-α and IL-1β. Neochlorogenic acid suppresses iNOS and COX-2 protein expression. Neochlorogenic acid also inhibits phosphorylated NF-κB p65 and p38 MAPK activation. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Interleukin Related Signaling Pathways >> Apoptosis >> TNF Receptor Natural Products >> Phenylpropanoids Research Areas >> Inflammation/Immunology References [1]. Kim M, et al. Neochlorogenic Acid Inhibits Lipopolysaccharide-Induced Activation and Pro-inflammatory Responses in BV2 Microglial Cells. Neurochem Res. 2015 Sep;40(9):1792-8. Chemical & Physical Properties Molecular Formula C16H18O9 Exact Mass 354.095093 PSA 164.75000 LogP -0.36 Index of Refraction 1.690 InChIKey CWVRJTMFETXNAD-NXLLHMKUSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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