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19050

Sigma-Aldrich

Idaein chloride

≥90% (HPLC)

Synonym(s):

3-(Galactosyloxy)-3′,4′,5,7-tetrahydroxyflavylium chloride, Cyanidin 3-O-β-D-galactopyranoside, Cyanidin 3-O-galactoside chloride, Idein chloride

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About This Item

Empirical Formula (Hill Notation):
C21H21ClO11
CAS Number:
27661-36-5
Molecular Weight:
484.84
MDL number:
MFCD00270387
UNSPSC Code:
12352201
PubChem Substance ID:
57647776
NACRES:
NA.25

Quality Level

100

Assay

≥90% (HPLC)

form

powder or crystals

color

red to dark brown

storage temp.

−20°C

SMILES string

[Cl-].OC[C@H]1O[C@@H](Oc2cc3c(O)cc(O)cc3[o+]c2-c4ccc(O)c(O)c4)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17+,18+,19-,21-;/m1./s1

InChI key

YTMNONATNXDQJF-QSLGVYCOSA-N

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Application

Idaein chloride (Cyanidin 3-O-galactoside) is a glycoside derivative of cyanidin, a potent inhibitor of the epidermal growth-factor receptor, used in comparative analysis of anti-EGF activity in cancer cells.

Biochem/physiol Actions

Anthocyanin.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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K Briviba et al.
Nutrition and cancer, 41(1-2), 172-179 (2002-07-04)
Dietary polyphenols, including anthocyanidins and their glycosides anthocyanins, are suggested to be involved in the protective effects of fruits and vegetables against cancer. Very few data are available concerning the effects of anthocyanidins/anthocyanins on cellular processes induced by growth factors
Tarun Belwal et al.
Food chemistry, 297, 124993-124993 (2019-06-30)
Ultrasonic effect on extraction of cyanidin-3-galactoside (Cy3-gal) from pear fruit peel was investigated and compared with conventional extraction (CE) method. Different process factors were tested to determine the optimum conditions for ultrasonic-assisted extraction (UAE). Results revealed that under optimized UAE
Houhua Li et al.
Planta, 226(5), 1243-1254 (2007-07-10)
Flavonoids are a large family of polyphenolic compounds with manifold functions in plants. Present in a wide range of vegetables and fruits, flavonoids form an integral part of the human diet and confer multiple health benefits. Here, we report on
Kaisu R Riihinen et al.
Fitoterapia, 97, 78-86 (2014-06-01)
The antimicrobial activity of lingonberry (Vaccinium vitis-idaea L.) was evaluated against two oral pathogens, Streptococcus mutans and Fusobacterium nucleatum. Long-bed gel permeation chromatography (GPC; Sephadex LH-20) yielded purified flavonoids, with the most efficient minimum inhibitory concentrations (MICs) against planktonic cells
Dragan Amić et al.
Bioorganic & medicinal chemistry, 18(1), 28-35 (2009-12-01)
The applicability of the newly developed RM1 and PM6 methods implemented in the semiempirical quantum chemistry mopac2009 software package in modeling free radical scavenging activity of flavonoids was examined. Bond dissociation enthalpy (BDE) of OH groups could be calculated much

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