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CYANIDIN-3-SAMBUBIOSIDE

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CYANIDIN-3-SAMBUBIOSIDE Basic information

Product Name:
CYANIDIN-3-SAMBUBIOSIDE
Synonyms:
  • CYANIDIN-3-SAMBUBIOSIDE
  • 2-(3,4-Dihydroxyphenyl)-3-(2-O-β-D-xylopyranosyl-β-D-glucopyranosyloxy)-5,7-dihydroxy-1-benzopyrylium
  • 3-(2-O-β-D-Xylopyranosyl-β-D-glucopyranosyloxy)-3',4',5,7-tetrahydroxyflavylium
  • 3-[2-O-(β-D-Xylopyranosyl)-β-D-glucopyranosyloxy]-5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-1-benzopyrylium
  • 5,7-Dihydroxy-2-(3,4-dihydroxyphenyl)-3-[2-O-(β-D-xylopyranosyl)-β-D-glucopyranosyloxy]-1-benzopyrylium
  • Cyanidin 3-saMbubioside chloride
  • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[(2-O-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]-1-benzopyrylium chloride
  • Cyanidin-3-O-sambubioside chloride
CAS:
33012-73-6
MF:
C26H29ClO15
MW:
616.95
Mol File:
33012-73-6.mol
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CYANIDIN-3-SAMBUBIOSIDE Chemical Properties

storage temp. 
4°C, away from moisture and light
solubility 
Soluble in methan
form 
powder
color 
Dark, reddish
InChIKey
BWHXEGJOYVNGQH-SYPHJTCPNA-N
SMILES
[C@@H]1(O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OC1=CC2C(O)=CC(O)=CC=2[O+]=C1C1C=CC(O)=C(O)C=1.[Cl-] |&1:0,2,5,7,9,11,13,15,19,r|
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Safety Information

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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CYANIDIN-3-SAMBUBIOSIDE Usage And Synthesis

Chemical Properties

It is soluble in organic solvents such as methanol, ethanol, and DMSO, and is derived from cornflower.

Uses

Cyanidin 3-sambubioside is a natural colorant found in elderberries and other fruits and flowers. It is produced from natural sources (extraction processes) and is known to exhibit antioxidative properties.

Definition

ChEBI: An anthocyanidin 3-O-beta-D-sambubioside having cyanidin as the anthocyanidin component.

Synthesis

To 10 kg of collected petals, 20 L of a solution in which acetic acid and methanol were mixed in a 1 to 1 ratio (50% acetic acid - methanol) was added directly and the anthocyanin dye was extracted at 20 to 25??C. The extract was filtered through cotton plugs and the solvent was distilled under reduced pressure using a rotary evaporator. The extraction residue was dissolved in 5% aqueous acetic acid and subjected to open column chromatography. The conditions for open column chromatography were: stationary phase, MCI gel CHP-20P, Sephadex LH-20. solutions A to B using Chromatorex ODS using 5% acetic acid aqueous solution as solution A, 5% acetic acid-methanol as solution B as mobile phase, MCI gel (hereinafter referred to as MCI column) - Sephadex LH-20 column. ODS column was of the order of 10%. In addition, Sephadex LH-20 was used as the stationary phase, 5% aqueous acetic acid as Solution A, and 5% acetic acid - acetone as Solution C. Chromatography was performed by increasing the content of Solution A by 2% from Solution C. The chromatographic method was performed using a Sephadex LH-20 column. Finally, a Sephadex LH-20 column and an ODS column were used with 5% aqueous acetic acid as Solution A and 5% acetic acid - methanol as Solution B as the mobile phase, and the content of Solution B was increased by 5% each. By repeating these open column chromatographies, a series of anthocyanin analogs including anthocyanin-3-sambubioside chloride were obtained.

target

NF-kB | ROS

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