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DELPHINIDIN-3-GLUCOSIDE structure, CAS 6906-38-3

DELPHINIDIN-3-GLUCOSIDE

CAS Number6906-38-3

Synonymsmyrtillin-a; delphinidin-3-glucoside; 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-chromeniumyl β-D-glucopyranoside chloride; Chlorure de β-D-glucopyranoside de 5,7-dihydroxy-2-(3,4,5-trihydroxyphényl)-3-chroméniumyle; β-D-Glucopyranoside, 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium-3-yl, chloride (1:1); 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-chromeniumyl-β-D-glucopyranosidechlorid; 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium-3-yl β-D-glucopyranoside chloride

Molecular FormulaC21H21ClO12

Molecular Weight500.837

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Cat. No.: 2A-0202601 Purity:
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Quality Control of [ 6906-38-3 ] SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number6906-38-3
Catalog No.2A-0202601
Chinese Name氯化飞燕草素-3-O-葡萄糖苷
Synonymsmyrtillin-a; delphinidin-3-glucoside; 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-chromeniumyl β-D-glucopyranoside chloride; Chlorure de β-D-glucopyranoside de 5,7-dihydroxy-2-(3,4,5-trihydroxyphényl)-3-chroméniumyle; β-D-Glucopyranoside, 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-1-benzopyrylium-3-yl, chloride (1:1); 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-chromeniumyl-β-D-glucopyranosidechlorid; 5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenium-3-yl β-D-glucopyranoside chloride
Molecular FormulaC21H21ClO12
Molecular Weight500.837
Storage Condition?20°C
ApplicationDelphinidin 3-O-glycoside chloride (Delphinidin 3-O-glycoside chloride) is an active anthocyanin found in bilberry extract. Delphinidin 3-glycoside chloride induces pro-apoptotic effects in B-cell chr
SMILESOCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2cc(O)c(O)c(O)c2)C(O)C(O)C1O.[Cl-]
InChIInChI=1S/C21H20O12.ClH/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7;/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27);1H/t15-,17-,18+,19-,21-;/m1./s1
InChI KeyZJWIIMLSNZOCBP-BTTVDUMLSA-N
MSDSmsds/203399_2_6906_38_3.pdf
BioactivityDelphinidin 3-glucoside chloride (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in bilberry extract. Delphinidin 3-glucoside chloride induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL)[1]. Delphinidin 3-glucoside chloride exerts phytoestrogen activity by binding to ERβ, with an IC50 of 9.7 μM[2]. Delphinidin-3-O-glucoside chloride inhibits EGFR with an IC50 of 2.37 µM[3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> JAK/STAT Signaling >> EGFR Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR Target IC50: 2.37 µM (EGFR)[3] References [1]. Mahmoud Alhosin, et al. Bilberry extract (Antho 50) selectively induces redox-sensitive caspase 3-related apoptosis in chronic lymphocytic leukemia cells by targeting the Bcl-2/Bad pathway. Sci Rep. 2015 Mar 11;5:8996. [2]. Naoki Nanashima, et al. Phytoestrogenic Activity of Blackcurrant Anthocyanins Is Partially Mediated through Estrogen Receptor Beta. Molecules. 2017 Dec 29;23(1):74. [3]. Candice Mazewski, et al. Comparison of the effect of chemical composition of anthocyanin-rich plant extracts on colon cancer cell proliferation and their potential mechanism of action using in vitro, in silico, and biochemical assays. Food Chem. 2018 Mar 1;242:378-388. Chemical & Physical Properties Molecular Formula C21H21ClO12 Molecular Weight 500.837 Exact Mass 500.072144 PSA 213.67000 InChIKey ZJWIIMLSNZOCBP-BTTVDUMLSA-N SMILES OCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2cc(O)c(O)c(O)c2)C(O)C(O)C1O.[Cl-] Storage condition ?20°C
Use ofDelphinidin 3-glucoside chloride (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in bilberry extract. Delphinidin 3-glucoside chloride induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL)[1]. Delphinidin 3-glucoside chloride exerts phytoestrogen activity by binding to ERβ, with an IC50 of 9.7 μM[2]. Delphinidin-3-O-glucoside chloride inhibits EGFR with an IC50 of 2.37 µM[3]. Properties Name Delphinidin 3-β-D-Glucoside Synonym More Synonyms Delphinidin-3-O-glucoside chloride Biological Activity Description Delphinidin 3-glucoside chloride (Delphinidin 3-O-glucoside chloride) is an active anthocyanin found in bilberry extract. Delphinidin 3-glucoside chloride induces a pro-apoptotic effect in B cell chronic lymphocytic leukaemia (B CLL)[1]. Delphinidin 3-glucoside chloride exerts phytoestrogen activity by binding to ERβ, with an IC50 of 9.7 μM[2]. Delphinidin-3-O-glucoside chloride inhibits EGFR with an IC50 of 2.37 µM[3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> JAK/STAT Signaling >> EGFR Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR IC50: 2.37 µM (EGFR)[3] References [2]. Naoki Nanashima, et al. Phytoestrogenic Activity of Blackcurrant Anthocyanins Is Partially Mediated through Estrogen Receptor Beta. Molecules. 2017 Dec 29;23(1):74. [3]. Candice Mazewski, et al. Comparison of the effect of chemical composition of anthocyanin-rich plant extracts on colon cancer cell proliferation and their potential mechanism of action using in vitro, in silico, and biochemical assays. Food Chem. 2018 Mar 1;242:378-388. Chemical & Physical Properties Exact Mass 500.072144 PSA 213.67000 InChIKey ZJWIIMLSNZOCBP-BTTVDUMLSA-N
Transport InfoProduct Name: Delphinidin Glucoside
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