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CYNARIN

CYNARIN structure

CYNARIN 

structure
  • CAS No:

    1182-34-9

  • Formula:

    C25H24O12

  • Chemical Name:

    CYNARIN

  • Synonyms:

    (1S,2S,3S,4R)-1,4-bis[(E)-3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enoxy]-2,3-dihydroxy-1-cyclohexanecarboxylic acid;CYNARIN(ARTICHOKE);CYNARIN(ECHINACEA);CINARAN;CINARINE;2-allyl-1,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo]oxy]-3,5-dihydroxycyclohexanecarboxylic acid;Indena Cinaran;1,4-Bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid

  • Categories:

    Biochemical Engineering  >  Plant Extracts

Description

1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production[1].


1,4-Di-O-caffeoylquinic acid is a quinic acid.

CYNARIN Basic Attributes

516.45

516.45

214-655-7

DTXSID1033373

White

2932999099

Characteristics

211.28000

1.99

1.64

225-227 ºC

843.4±65.0 °C(Predicted)

278.1±27.8 °C

1.719

1.92E-28mmHg at 25°C

mouse,LD50,intraperitoneal,1900mg/kg (1900mg/kg),Archives Internationales de Pharmacodynamie et de Therapie. Vol. 117, Pg. 63, 1958.

2.74±0.50(Predicted)

2-8°C

Safety Information

UN 3077

R22;R43;R50/53

S36/37-S60-S61

Xn;N

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

1,4-di-O-caffeoylquinic acid

CYNARIN Use and Manufacturing

Artichoke (1,3-biscaffeoylquinic acid), also known as astilin, artichokeric acid. Exist in Asteraceae artichoke (Cynara scolymus L.), forest Senecio nemorensis (Senecio nemorensis L.) whole grass, can also be chemically synthesized. It has the effect of choleretic, liver protection and cholesterol lowering. Clinically used to treat various diseases caused by insufficient liver function. Can also be used as a choleretic drug.


1,4-O-Dicaffeoylquinic Acid (CAS# 1182-34-9) is a phenolic antioxidant extracted from Scabiosa arenaria.

Computed Properties

Molecular Weight:516.4
XLogP3:1.5
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:9
Exact Mass:516.12677620
Monoisotopic Mass:516.12677620
Topological Polar Surface Area:211
Heavy Atom Count:37
Complexity:873
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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