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Cynarin

Product Name
Cynarin
CAS No.
30964-13-7
Chemical Name
Cynarin
Synonyms
CYNARIN;CINARAN;Cinarin;1,5-DQA;CINARINE;Aids008522;Aids-008522;CYNARIN(ARTICHOKE);CYNARIN(ECHINACEA);Cynarin (Cynarine)
CBNumber
CB8261807
Molecular Formula
C25H24O12
Formula Weight
516.45
MOL File
30964-13-7.mol
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Cynarin Property

Melting point:
225-227°
alpha 
D25 -59° (c = 2 in methanol)
Boiling point:
819.9±65.0 °C(Predicted)
Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
methanol: soluble5mg/mL, clear, light yellow to yellow
form 
Solid
pka
2.58±0.50(Predicted)
color 
faint yellow to yellow
Stability:
Hygroscopic
LogP
1.640 (est)
CAS DataBase Reference
30964-13-7(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29182900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL89179
Product name
Cynarin
Purity
phyproof? Reference Substance
Packaging
10MG
Price
$401
Updated
2024/03/01
Sigma-Aldrich
Product number
91801
Product name
Cynarin
Purity
analytical standard
Packaging
5mg
Price
$453
Updated
2022/05/15
Cayman Chemical
Product number
25022
Product name
1,3-Dicaffeoylquinic Acid
Purity
≥98%
Packaging
5mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
25022
Product name
1,3-Dicaffeoylquinic Acid
Purity
≥98%
Packaging
10mg
Price
$166
Updated
2024/03/01
Cayman Chemical
Product number
25022
Product name
1,3-Dicaffeoylquinic Acid
Purity
≥98%
Packaging
25mg
Price
$377
Updated
2024/03/01
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Cynarin Chemical Properties,Usage,Production

Description

1,3-Dicaffeoylquinic acid is a polyphenol that has been found in C. scolymus. It decreases the expression and protein levels of inducible nitric oxide synthase (iNOS) when used at a concentration of 10 μM in human coronary artery smooth muscle cells (HCASMCs) treated with a cytokine mixture. 1,3-Dicaffeoylquinic acid decreases protein levels of tyrosinase and microphthalmia-associated transcription factor (MITF) in B16F1 murine melanocytes. It inhibits melanogenesis in B16F1 cells and decreases tyrosinase activity in cell lysates when used at a concentration of 25 μM. 1,3-Dicaffeoylquinic acid (20 and 40 μM) reduces triglyceride levels in sodium oleate-induced hyperlipidemic HepG2 cells compared to hyperlipidemic control cells.

Originator

Anghirol,Biofarm

Uses

Cynarin is used on MDR cells in anti-cancer therapy as an inhibitor of P-glycoprotein-mediated transport.

Definition

ChEBI: 1,3-dicaffeoylquinic acid is an alkyl caffeate ester obtained by the formal condensation of hydroxy groups at positions 1 and 3 of ()-quinic acid with two molecules of trans-caffeic acid. It has a role as a plant metabolite. It is a quinic acid and an alkyl caffeate ester. It is functionally related to a trans-caffeic acid and a (-)-quinic acid. It is a conjugate acid of a 1,3-dicaffeoylquinate.

Manufacturing Process

18.0 g of caffeic acid, suspended in 500 ml of water, are dissolved by adding sodium bicarbonate and stirring. The solution is cooled to 2°-3°C and then, while stirring continuously, 20.0 g of phosgene dissolved in 200 ml of chloroform are added in 4 to 5 portions. After acidifying by cautiously adding iced hydrochloric acid (1:1), the solution is filtered and the collected precipitate is washed with water. Upon crystallization from glacial acetic acid, the carbonylcaffeic acid thus obtained melts at 238°-240°C (dec.).
5.0 g of carbonylcaffeic acid are suspended in 70 ml of ligroin (b. p. 120°- 140°C). After adding 6.0 g of phosphorus pentachloride and avoiding access of moisture while frequently stirring, the suspension is refluxed by boiling slowly and gently until everything is dissolved except a small amount of reddish, resinous materials that adhere to the bottom. Then solution is rapidly decanted into another flask containing 1.0 g of phosphorus pentachloride and the whole is refluxed gently for about 15-30 min, after which time evolution of hydrochloric acid ceases. This solution is left to cool on air for 1-2 h, and then, the obtained carbonylcaffeic acid chloride rapidly is filtered, washed with low-boiling ligroin and dried under vacuum at room temperature for about 1- 1.5 h. Melting point 118°-120°C.
5.0 g of carbonylcaffeic acid chloride are thoroughly mixed with 12.8 g of dry, powdered quinide in a flask immersed in an oil bath. The flask is put under vacuum and is heated to 120°C and then, slowly, to about 160°C, maintaining this temperature for about 20-30 min. The molten mass is left to cool under vacuum and then it is crushed in a mortar in the presence of water. This material is washed with water several times. The residue is dissolved in dioxin. 400 ml of cold, 3% barium hydroxide solution are added and cooled with ice water and stirring vigorously in nitrogen atmosphere. The solution is left standing insulated from contact with air for 20 h, whereupon the content is rapidly acidified and concentrated in vacuum, on a water bath, to a volume of about 80-100 ml. After cooling and standing, well protected from contact with air, the brown material is filtered off and purified by crystallization from 50% acetic acid. 1,4-Dicaffeylquinic acid is obtained, melting point 226°- 228°C.

Therapeutic Function

Choleretic, Antihyperlipidemic

Cynarin Preparation Products And Raw materials

Raw materials

Preparation Products

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Cynarin Suppliers

Shanghai Standard Technology Co.,Ltd.
Tel
021-021-57127007-6622-6622 17621252073
Fax
+86 (21) 5132-0077
Email
luzh@nature-standard.com
Country
China
ProdList
3021
Advantage
58
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11707
Advantage
57
Shenzhen Sungening Bio-Tech Co., Ltd
Tel
+86-0755-89668383
Fax
+86-0755-89594066/4038
Email
sales@sungening.com
Country
China
ProdList
1319
Advantage
65
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9718
Advantage
55
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
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View Lastest Price from Cynarin manufacturers

BINBO BIOLOGICAL CO.,LTD
Product
Cynarin 30964-13-7
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000 kg
Release date
2024-11-28
Hebei Weibang Biotechnology Co., Ltd
Product
Anti-Hyperlipidemia 5% Cynarin Artichoke Extract 30964-13-7
Price
US $1.00/PCS
Min. Order
1PCS
Purity
99%
Supply Ability
100mt
Release date
2024-11-04
Shaanxi Dideu Medichem Co. Ltd
Product
Cynarin 30964-13-7
Price
US $1.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20T
Release date
2024-07-22

30964-13-7, CynarinRelated Search:


  • 1,5-DICAFFEOYLQUINIC ACID
  • 1,3-DICAFFEOYLQUINIC ACID
  • Dicaffeoylquinic Acid, 1,3-
  • Cynarin, 98%, from Lonicera japonica
  • (1R,3R,4S,5R)-1,3-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-4,5-dihydroxycyclohexanecarboxylic acid
  • CYNARIN(ECHINACEA)
  • CYNARIN(ARTICHOKE)
  • CYNARIN
  • CINARINE
  • CINARAN
  • CYNARIN(ARTICHOKE)(1,5-DICAFFEOYLQUINIC ACID)(P)
  • CYNARIN(ECHINACEA)(1,3-DICAFFEOYLQUINIC ACID)(AHP)
  • (1R)-1,5α-Bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-3β,4α-dihydroxycyclohexane-1β-carboxylic acid
  • (1R)-1β,3β-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-4β,5α-dihydroxycyclohexanecarboxylic acid
  • 1,3-O-Dicaffeoylquinic acid
  • 1β,3β-Bis[3-(3,4-dihydroxyphenyl)propenoyloxy]-4β,5α-dihydroxycyclohexanecarboxylic acid
  • 1,3-Di-o-caffeoylquinic acid
  • Aids008522
  • Aids-008522
  • (1R,3R,4S,5R)-1,3-Bis[[3-(3,4-dihydroxyphenyl)propenoyl]oxy]-4,5-dihydroxycyclohexanecarboxylic acid
  • 1,5-Decaffeoyl quinic acid
  • 1,3-Dicaffeoylquinic Acid (Artichoke Extract)
  • Isochlorogenic acid A(3',5')
  • Cinarin
  • Cynarin Synonyms 1,3-Dicaffeoylquinic Acid
  • (1R,3R,4S,5R)-1,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxycyclohexanecarboxylic acid
  • 1,5-DQA
  • 1,5-Dicaffeoylqunic acid
  • (1S,3R,4R,5R)-1,3-bis[(E)-3-(3,4-dihydroxyphenyl)-1-oxoprop-2-enoxy]-4,5-dihydroxy-1-cyclohexanecarboxylic acid
  • Cynarin (Cynarine)
  • Cyclohexanecarboxylic acid, 1,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxy-, (1R,3R,4S,5R)-
  • Anti-Hyperlipidemia 5% Cynarin Artichoke Extract
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  • 30964-13-7
  • chemical reagent
  • pharmaceutical intermediate
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  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract