chicoric acid (Q5119402)

(2S,3S)-2,3-bis[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]butanedioic acid

Cichoric Acid (English)

5 October 2016

1 reference

1 reference

(2S,3S)-2,3-bis[[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid

inferred from InChI

1 reference

(2R,3R)-2,3-bis[[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₂₂H₁₈O₁₂

1 reference

Cichoric Acid (English)

20 November 2016

canonical SMILES

C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O

1 reference

Cichoric Acid (English)

20 November 2016

isomeric SMILES

C1=CC(=C(C=C1/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C2=CC(=C(C=C2)O)O)C(=O)O)O)O

1 reference

Caffeoyl conjugates from Echinacea species: Structures and biological activity

Cichoric Acid (English)

20 November 2016

10 references

Echinacea standardization: analytical methods for phenolic compounds and typical levels in medicinal species.

Phytochemical variation in echinacea from roots and flowerheads of wild and cultivated populations

Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots

Antiviral activity of characterized extracts from echinacea spp. (Heliantheae: Asteraceae) against herpes simplex virus (HSV-I).

Characterization of Antiviral Activities inEchinacea. Root Preparations

Comparison of chemical components and antioxidants capacity of different Echinacea species

Effects of Root Drying Temperature and Moisture Content on the Levels of Active Ingredients in Echinacea Roots

Studies on the antioxidant activity of Echinacea root extract

MEKC analysis of different Echinacea species

Echinacea purpurea

24 references

Effect of handling and storage on alkylamides and cichoric acid inEchinacea purpurea

Quality assessment of herbal preparations as a precondition of pharmacological and clinical studies

Effect of temperature on stability of marker constituents in Echinacea purpurea root formulations

Alkylamides of Echinacea purpurea stimulate alveolar macrophage function in normal rats

Retention of caffeic acid derivatives in dried Echinacea purpurea

Echinacea standardization: analytical methods for phenolic compounds and typical levels in medicinal species.

Phytochemical variation in echinacea from roots and flowerheads of wild and cultivated populations

Stabilization of caffeic acid derivatives in Echinacea purpurea L. glycerin extract

HPLC method validated for the simultaneous analysis of cichoric acid and alkamides in Echinacea purpurea plants and products

Effect of drying temperature on alkylamide and cichoric acid concentrations of Echinacea purpurea

Enzymatic degradation of cichoric acid in Echinacea purpurea preparations

Planar chromatography of Echinacea species extracts with automated multiple development

Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots

Cichoric Acid Content and Biomass Production ofEchinacea purpurea. Plants Cultivated in Slovenia

Characterization of Antiviral Activities inEchinacea. Root Preparations

HPLC ASSAY OF ECHINACEA PURPUREA/GOLDENSEAL (HYDRASTIS CANADENSIS) COMBINATION FORMULATIONS FOR PHENOLIC ACIDS, ALKYLAMIDES, AND ALKALOIDS

Evaluation of Major Caffeic Acid Derivatives inEchinacea purpureaDietary Supplements by HPLC with Photodiode Array Detection and Electrospray Mass Spectrometry

Comparison of chemical components and antioxidants capacity of different Echinacea species

Standardization ofEchinacea purpureaExpressed Juice with Reference to Cichoric Acid and Alkamides

Alkylamide and Cichoric Acid Levels inEchinacea purpureaTissues During Plant Growth

Effects of Root Drying Temperature and Moisture Content on the Levels of Active Ingredients in Echinacea Roots

Synergistic antioxidative effects of alkamides, caffeic acid derivatives, and polysaccharide fractions from Echinacea purpurea on in vitro oxidation of human low-density lipoproteins

Studies on the antioxidant activity of Echinacea root extract

MEKC analysis of different Echinacea species

Rhodiola rosea

1 reference

Volatiles from rhizomes of Rhodiola rosea L.

Cichorium intybus

4 references

The role of sesquiterpene lactones and phenolics in the chemical defence of the chicory plant

Vasorelaxant activity of caffeic acid derivatives from Cichorium intybus and Equisetum arvense

Phenolic profiles in leaves of chicory cultivars (Cichorium intybus L.) as influenced by organic and mineral fertilizers

Hydroxycinnamic acids of Cichorium intybus

Echinacea atrorubens

1 reference

Phytochemical variation in echinacea from roots and flowerheads of wild and cultivated populations

Hydrastis canadensis

1 reference

HPLC ASSAY OF ECHINACEA PURPUREA/GOLDENSEAL (HYDRASTIS CANADENSIS) COMBINATION FORMULATIONS FOR PHENOLIC ACIDS, ALKYLAMIDES, AND ALKALOIDS

Lapsana communis

1 reference

Caffeoyl Quinic and Tartaric Acids and Flavonoids from Lapsana communis L. subsp. communis (Asteraceae)

Scorzonera humilis

1 reference

Tyrolobibenzyls E and F from Scorzonera humilis and distribution of caffeic acid derivatives, lignans and tyrolobibenzyls in European taxa of the subtribe Scorzonerinae (Lactuceae, Asteraceae).

common dandelion

2 references

Flavonoids, cinnamic acids and coumarins from the different tissues and medicinal preparations of Taraxacum officinale

Coumarins, caffeoyltartaric acids and their artifactual methyl esters from Taraxacum officinale leaves

Taraxacum platycarpum

1 reference

Characterization of phenolic acids and flavonoids in dandelion (Taraxacum officinale WEB. ex WIGG.) root and herb by high-performance liquid chromatography/electrospray ionization mass spectrometry

Equisetum arvense

1 reference

Di-E-caffeoyl-meso-tartaric acid in the barren sprouts of Equisetum arvense

Echinacea angustifolia

5 references

Characterization of Antiviral Activities inEchinacea. Root Preparations

Planar chromatography of Echinacea species extracts with automated multiple development

Simultaneous analysis of alkamides and caffeic acid derivatives for the identification of Echinacea purpurea, Echinacea angustifolia, Echinacea pallida and Parthenium integrifolium roots

Phytochemical variation within populations of Echinacea angustifolia (Asteraceae)

Echinacea standardization: analytical methods for phenolic compounds and typical levels in medicinal species.

Cinnamomum camphora

2 references

The Essential Oil ofCinnamomum camphora(L.) Sieb. var.linalooliferafrom Vietnam

Linalool, derived from Cinnamomum camphora (L.) Presl leaf extracts, possesses molluscicidal activity against Oncomelania hupensis and inhibits infection of Schistosoma japonicum

Phaseolus vulgaris

1 reference

Alpha-amylase, α-glucosidase and lipase inhibiting activities of polyphenol-rich extracts from six common bean cultivars of Southern Italy, before and after cooking.

Carica papaya

1 reference

Volatile components of papaya (Carica papaya L., Maradol variety) fruit

Cornus officinalis

1 reference

Volatile Flavor Components of CORNI FRUCTUS (Cornus officinalis Sieb. et Zucc.)

basil

1 reference

Chemical characterization and genetic relationships among Ocimum basilicum L. cultivars

Rosmarinus officinalis

1 reference

Plant coexistence alters terpene emission and content of Mediterranean species

Camellia sinensis

1 reference

Metabolite profiling of Camellia sinensis by automated sequential, multidimensional gas chromatography/mass spectrometry reveals strong monsoon effects on tea constituents

Aquarius grandiflorus

1 reference

Trans-Aconitic acid, glucosylflavones and hydroxycinnamoyltartaric acids from the leaves of Echinodorus grandiflorus ssp. aureus, a Brazilian medicinal plant

subject has role

HIV integrase inhibitors

1 reference

Medical Subject Headings

MeSH descriptor ID

C100435

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

15 March 2018

Identifiers

InChI

1 reference

Cichoric Acid (English)

20 November 2016

2 references

Cichoric Acid (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

70831-56-0

2 references

Global Substance Registration System

UNII

S4YY3V8YHD

chicoric acid (English)

20 November 2016

https://commonchemistry.cas.org/detail?cas_rn=70831-56-0

10 April 2021

1 reference

(-)-L-Chicoric acid (English)

20 November 2016

2 references

Cichoric Acid (English)

20 November 2016

ChEBI ID

3594

mapping relation type

2 references

CICHORIC ACID (English)

20 November 2016

International Chemical Identifier

InChI

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

1 reference

CICHORIC ACID (English)

20 November 2016

2 references

inferred from InChIKey

splash10-03di-0900000000-97901cf323306c1d6e53

1 reference

0 references

DSSTox substance ID

DTXSID0033332

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

DTXCID8013332

0 references

EC number

615-177-5

0 references

ECHA Substance Infocard ID

100.109.212

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.109.212

27 December 2018

(2S,3S)-2,3-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid (English)

quotation

CAS no.: 70831-56-0 (English)

MeSH descriptor ID

C100435

1 reference

Medical Subject Headings

MeSH descriptor ID

C100435

Human Metabolome Database ID

14 March 2018

HMDB0002375

2 references

inferred from InChIKey

1 reference

Global Substance Registration System

Chicoric acid (English)

5 October 2016

2 references

UNII

S4YY3V8YHD

chicoric acid (English)

20 November 2016

0 references

1 reference

inferred by common MeSH mappings on source and on Wikidata

Chicoric acid (English)

5 October 2016

0 references

0 references

Microsoft Academic ID

0 references

1 reference

UMLS 2023