Neochlorogenic acid - CAS 906-33-2
Catalog number: 906-33-2
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C16H18O9
Molecular Weight:
354.31
COA:
Inquire
Targets:
Others
Description:
Neochlorogenic acid is an isomer of chlorogenic acid. It is a natural polyphenolic compound extracted from the flower of Lonicera japonica Thunb. It has resistance to the brown rot fungus by interfering with fungal melanin production. It may function as chemopreventive compounds due to growth inhibition seen in breast cancer cell line MDA-MB-435. It has outstanding antiviral, antibacterial and antipyretic activities. It is an antioxidant compound used in the treatment of oxidative stress and related afflictions.
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Purity:
>98%
Appearance:
Off-White Solid
Synonyms:
[1R-(1alpha,3alpha,4alpha,5beta)]-3-[[3-(3,4-dihydroxyphenyl)-1-oxoallyl]oxy]-1,4,5-trihydroxycyclohexanecarboxylic acid;(1R,3R,4S,5R)-5-[(E)-3-(3,4-Dihydroxyphenyl)prop-2-enoyl]oxy-1,3,4-trihydroxycyclohexane-1-carboxylic acid;5-Caffeoylquinic acid;trans-5-O-Caffeoyl-D-quinate;(1R)-3β-[[3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1β,4β,5α-trihydroxycyclohexane-1α-carboxylic acid Neochlorogenate;Trans-Neochlorogenic acid;Trans-5-O-Caffeoylquinic acid
Solubility:
DMSO: 10 mg/mL
Storage:
2-8ºC
MSDS:
Inquire
Application:
Neochlorogenic acid has outstanding antiviral, antibacterial and antipyretic activities. It is an antioxidant compound used in the treatment of oxidative stress and related afflictions.
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Grams to Kilograms
Boiling Point:
665.0±55.0 °C | Condition: Press: 760 Torr
Melting Point:
204-206 °C (decomp)
Density:
1.65±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
InChIKey:
CWVRJTMFETXNAD-NXLLHMKUSA-N
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
Canonical SMILES:
C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
1.Simultaneous determination of four phenolic acids and seven alkaloids in rat plasma after oral administration of traditional Chinese medicinal preparation Jinqi Jiangtang Tablet by LC-ESI-MS/MS.
Chang YX1, Ge AH2, Yu XA2, Jiao XC2, Li J3, He J2, Tian J2, Liu W2, Azietaku JT2, Zhang BL3, Gao XM3. J Pharm Biomed Anal. 2016 Jan 5;117:1-10. doi: 10.1016/j.jpba.2015.08.030. Epub 2015 Aug 24.
A rapid, sensitive and selective high performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed and validated for the simultaneous determination of four phenolic acids (neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid and ferulic acid) and seven alkaloids (berberine, epiberberine, coptisine, magnoflorine, berberubine, palmatine and jatrorrhizine) in rat plasma. After mixing with the internal standards tetrahydropalmatine (IS1) and rosmarinic acid (IS2), plasma samples were pretreated by protein precipitation using acetonitrile. The HPLC analysis was performed on an Agilent Eclipse plus C18 (4.6 mm×100 mm, 1.8 μm) column with mobile phase consisting of 0.1% formic acid aqueous solution and acetonitrile at a flow rate of 0.3 mL min(-1). The detection was accomplished for the analytes and internal standards using positive electrospray ionization for the alkaloids and negative electrospray ionization for the phenolic acids in multiple-reaction monitoring mode.
2.The phenolic acids of Agen prunes (dried plums) or Agen prune juice concentrates do not account for the protective action on bone in a rat model of postmenopausal osteoporosis.
Léotoing L1, Wauquier F1, Davicco MJ1, Lebecque P1, Gaudout D2, Rey S2, Vitrac X3, Massenat L4, Rashidi S5, Wittrant Y1, Coxam V6. Nutr Res. 2016 Feb;36(2):161-73. doi: 10.1016/j.nutres.2015.10.002. Epub 2015 Oct 17.
Dietary supplementation with dried plum (DP) has been shown to protect against and reverse established osteopenia in ovariectomized rodents. Based on in vitro studies, we hypothesized that DP polyphenols may be responsible for that bone-sparing effect. This study was designed to (1) analyze whether the main phenolic acids of DP control preosteoblast proliferation and activity in vitro; (2) determine if the polyphenolic content of DP or DP juice concentrate is the main component improving bone health in vivo; and (3) analyze whether DP metabolites directly modulate preosteoblast physiology ex vivo. In vitro, we found that neochlorogenic, chlorogenic, and caffeic acids induce the proliferation and repress the alkaline phosphatase activity of primary preosteoblasts in a dose-dependent manner. In vivo, low-chlorogenic acid Agen prunes (AP) enriched with a high-fiber diet and low-chlorogenic acid AP juice concentrate prevented the decrease of total femoral bone mineral density induced by estrogen deficiency in 5-month-old female rats and positively restored the variations of the bone markers osteocalcin and deoxypyridinoline.
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Chemical Structure

CAS 906-33-2 Neochlorogenic acid

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