Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H18O9 |
Molecular Weight | 354.3087 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\C2=CC(O)=C(O)C=C2)[C@H]1O)C(O)=O
InChI
InChIKey=CWVRJTMFETXNAD-NXLLHMKUSA-N
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
Molecular Formula | C16H18O9 |
Molecular Weight | 354.3087 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.scielo.cl/pdf/chiljar/v71n3/at16.pdf | https://www.ncbi.nlm.nih.gov/pubmed/19530711 | https://www.ncbi.nlm.nih.gov/pubmed/11401245 | https://www.ncbi.nlm.nih.gov/pubmed/26152332http://phenol-explorer.eu/compounds/519 | https://www.ncbi.nlm.nih.gov/pubmed/20405920 | https://www.ncbi.nlm.nih.gov/pubmed/21899864 | https://www.ncbi.nlm.nih.gov/pubmed/27591562
Sources: http://www.scielo.cl/pdf/chiljar/v71n3/at16.pdf | https://www.ncbi.nlm.nih.gov/pubmed/19530711 | https://www.ncbi.nlm.nih.gov/pubmed/11401245 | https://www.ncbi.nlm.nih.gov/pubmed/26152332http://phenol-explorer.eu/compounds/519 | https://www.ncbi.nlm.nih.gov/pubmed/20405920 | https://www.ncbi.nlm.nih.gov/pubmed/21899864 | https://www.ncbi.nlm.nih.gov/pubmed/27591562
(Z)-Neochlorogenic acid is an isomer of neochlorogenic acid incorporating cis-cafeic acid instead of trans-cafeic acid. It is a naturally occurring compound which can be found in plants such as Ilex paraguariensis, Miscanthus giganteus, Nicotiana tabacum.
Approval Year
PubMed
Title | Date | PubMed |
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Profiling and characterization by LC-MSn of the chlorogenic acids and hydroxycinnamoylshikimate esters in maté (Ilex paraguariensis). | 2010 May 12 |
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High chlorogenic and neochlorogenic acid levels in immature peaches reduce Monilinia laxa infection by interfering with fungal melanin biosynthesis. | 2011 Apr 13 |
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Isolation, identification and quantitation of hydroxycinnamic acid conjugates, potential platform chemicals, in the leaves and stems of Miscanthus × giganteus using LC-ESI-MSn. | 2011 Dec |
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Variation in the contents of neochlorogenic acid, chlorogenic acid and three quercetin glycosides in leaves and fruits of Rowan (Sorbus) species and varieties from collections in Lithuania. | 2013 Aug |
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Simultaneous determination of neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid and geniposide in rat plasma by UPLC-MS/MS and its application to a pharmacokinetic study after administration of Reduning injection. | 2015 Jan |
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Neochlorogenic Acid Inhibits Lipopolysaccharide-Induced Activation and Pro-inflammatory Responses in BV2 Microglial Cells. | 2015 Sep |
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Plum polyphenols inhibit colorectal aberrant crypt foci formation in rats: potential role of the miR-143/protein kinase B/mammalian target of rapamycin axis. | 2016 Oct |
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Anticarcinogenic Effect of Spices Due to Phenolic and Flavonoid Compounds-In Vitro Evaluation on Prostate Cells. | 2017 Sep 28 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 17 07:36:28 UTC 2022
by
admin
on
Sat Dec 17 07:36:28 UTC 2022
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Record UNII |
O4601UER1Z
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Record Status |
Validated (UNII)
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Record Version |
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342811-68-1
Created by
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NON-SPECIFIC STEREOCHEMISTRY | |||
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NEOCHLOROGENIC ACID
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C473200
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5280633
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906-33-2
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O4601UER1Z
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212-997-1
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16384
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Related Record | Type | Details | ||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
The water-soluble fraction was repeatedly chromatographed over MCI gel CHP20P, Sephadex LH-20, and YMC ODSA to yield the compound.
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CONSTITUENT ALWAYS PRESENT -> PARENT |
Methanol extracts of stevia dry leaves were directly used for LC-MS analysis. Efficient separation and resolution were achieved with diphenyl packing and acetonitrile/water as solvent in the HPLC method. Negative ion mode was used for all MS measurements.
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PARENT -> CONSTITUENT ALWAYS PRESENT |