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3,4-Dihydro-3-(2-hydroxy-3,4-dimethoxyphenyl)-2H-1-benzopyran-7-yl beta-D-glucopyranoside

$510

  • Brand : BIOFRON

  • Catalogue Number : AV-H08050

  • Specification : 98%

  • CAS number : 94367-43-8

  • Formula : C23H28O10

  • Molecular Weight : 464.46

  • PUBCHEM ID : 125142

  • Volume : 20mg

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Catalogue Number

AV-H08050

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

464.46

Appearance

Powder

Botanical Source

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C(=C(C=C1)C2CC3=C(C=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC2)O)OC

Synonyms

3-(2-Hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-yl β-D-glucopyranoside/7,2'-Dihydroxy-3',4'-dimethoxyisoflavan-7-O-Beta-D-glucopyranoside/β-D-Glucopyranoside, 3,4-dihydro-3-(2-hydroxy-3,4-dimethoxyphenyl)-2H-1-benzopyran-7-yl/3,4-Dihydro-3-(2-hydroxy-3,4-dimethoxyphenyl)-2H-1-benzopyran-7-yl beta-D-glucopyranoside

IUPAC Name

(2S,3R,4S,5S,6R)-2-[[3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Density

1.4±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

341.8±31.5 °C

Boiling Point

641.5±55.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C23H28O10/c1-29-15-6-5-14(18(25)22(15)30-2)12-7-11-3-4-13(8-16(11)31-10-12)32-23-21(28)20(27)19(26)17(9-24)33-23/h3-6,8,12,17,19-21,23-28H,7,9-10H2,1-2H3/t12?,17-,19-,20+,21-,23-/m1/s1

InChl Key

SXHOGLPTLQBGDO-ZPHFBNLKSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:94367-43-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

29310265

Abstract

Buyang Huanwu decoction (BHD) was reported to exert angiogenesis-promoting effects, but its active ingredients remain unknown. In this study, we developed a method to screen potential angiogenesis-promoting compounds in BHD, which involved biospecific isolation using live rat brain microvascular endothelial cells (rBMECs) and characterization using solid-phase extraction (SPE) and high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). Six compounds showed binding affinity to rBMECs and were further identified as 6-hydroxykaempferol-di-O-glucoside, paeoniflorin, calycosin-7-O-β-D-glucoside, galloylpaeoniflorin, formononetin-7-O-β-D-glucoside, and (3R)-7,2′-hydroxy-3′,4′-dimethoxy-isoflavan. The results indicated that five of them except 6-hydroxykaempferol-di-O-glucoside showed a protective effect against oxygen glucose deprivation/reperfusion injury in rBMECs and upregulated the secretion of vascular endothelial growth factor and basic fibroblast growth factor, suggesting a mechanism underlying their angiogenic activity. Our findings suggest that biospecific live cell-based isolation combined with SPE and HPLC-MS/MS is an effective method for screening potential bioactive components in traditional Chinese medicines.

Copyright ? 2017 Elsevier B.V. All rights reserved.

KEYWORDS

Angiogenesis; Biospecific live cell-based isolation; Buyang Huanwu decoction; Oxygen-glucose deprivation and reperfusion; Solid-phase extraction; Traditional Chinese medicines

Title

Biospecific isolation and characterization of angiogenesis-promoting ingredients in Buyang Huanwu decoction using affinity chromatography on rat brain microvascular endothelial cells combined with solid-phase extraction, and HPLC-MS/MS.

Author

Liao F1, Meng Y2, Zheng H2, He D2, Shen X2, Yu J2, Wu Y2, Wang L3.

Publish date

2018 Mar 1;

PMID

2284972

Abstract

Six compounds were isolated from the root of Astragalus chrysopterus Bunge. One of them was identified as a new triterpenoid glycoside, named astrachrysoside A. Its structure was elucidated as 3-O-[alpha-L-rhamnopyranosyl (1—-2) beta-D-xylopyranosyl]-cycloastragenol on the basis of physicochemical evidence and chemical reactions. The others were shown to be known compounds, astrasieversianin XV (II), 7,2′-dihydroxy-3′,4′-dimethoxy-isoflavane-7-O-beta-D-glucoside (III), soyasaponin I, daucosterol and beta-sitosterol. Full assignment of the chemical shift signals of II and III were established by various 2D-NMR techniques.

Title

[The structure of astrachrysosid A and the study of 2D-NMR on astrasieversianin XV and 7,2'-dihydroxy-3',4'-dimethoxy-isoflavane-7-O-beta-D-glycoside].

Author

Wang HK1, He K, Xu HX, Zhang ZL, Wang YF, Kikuchi T, Tezuka Y.

Publish date

1990


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