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Chrysosplenetin B

$270

  • Brand : BIOFRON

  • Catalogue Number : AV-H17056

  • Specification : 98%

  • CAS number : 603-56-5

  • Formula : C19H18O8

  • Molecular Weight : 374.34

  • PUBCHEM ID : 5281608

  • Volume : 20mg

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Catalogue Number

AV-H17056

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

374.34

Appearance

Yellow crystalline powder

Botanical Source

Laggera pterodonta

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O

Synonyms

Chrysosplenetin/4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-/5,3'-Dipropyl-biphenyl-2,4'-diol/chrysoplenitin/4',5-dihydroxy-3,6,7,3'-tetramethoxyflavone/3,6,7,3'-tetra-methylquercetagetin/5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-4H-chromen-4-one/Tetrahydrohonokiol/Chrysosplenetin B/Tetrahydrohoenokiol/chrysosplenol B/Quercetagetin 3,6,7,3'-tetramethyl ether/5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-4H-chrom en-4-one

IUPAC Name

5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxychromen-4-one

Applications

Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1].

Density

1.4±0.1 g/cm3

Solubility

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

Flash Point

222.7±25.0 °C

Boiling Point

615.8±55.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C19H18O8/c1-23-11-7-9(5-6-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3

InChl Key

NBVTYGIYKCPHQN-UHFFFAOYSA-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#:603-56-5) 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

21046755

Abstract
OBJECTIVE: To research the cytotoxicity and in vitro antiproliferative effect of the six flavone compounds extracted from Laggera pterodonta. METHOD: The cytotoxicity on the normal cells and antiproliferative effect on tumor cells were tested by MTT assay, and then the preliminary structure-activity relationship was analysed. The phase distribution of the cell cycle and apoptosis rate were analyzed by flow cytometry. RESULT: The results of MTT assay showed 5,7,3',4'-tetramethoxy-3-hydroxyflavone and chrysosplenetin B inhibited growth of A549 and Hela cells significantly with a dose dependent mode, while exhibited low cytotoxicity to the two normal cells, Vero and EVC304. Both compounds contain ortho-phenolic methoxyl moietys in their structures. Flow cytometry analysis revealed that Hela cells treated with increasing quantities of chrysosplenetin B increased the percentage of cells in the G2/M phase, and Hela and A549 cells treated with increasing quantites of the 5,7,3',4'-tetramethoxy-3-hydroxyflavone and chrysosplenetin B increased the apoptosis rates. CONCLUSION: The 5,7,3',4'-tetramethoxy-3-hydroxyflavone and chrysosplenetin B extracted from L. pterodonta showed high antiproliferative effect on cancer cells with low cytotoxicity on normal cells, and took the effects on A549 and Hela cells through the hold-up of the G2/M phase of the cell cycle and induction of the apoptosis.
Title

[Research on antiproliferative effect of flavones isolated from Laggera pterodonta].

Author

Cao C1, Liu B, Shen W, Wang H, Li Y.

Publish date

2010 Aug

PMID

17260794

Abstract
OBJECTIVE: To study the chemical constituents of Artemisia rupestris. METHOD: The chemical constituents were isolated by column chromatography on silical gel and sephadex LH - 20. Their structures were elucidated on the basis of spectral analysis. RESULT: 8 compounds have isolated from this plant, and the structures of them have identified as rupestonic acid (1), chrysosplenetin B (2), artemetin (3), herniarin (4), isokaempferide (5), vanillic acid (6), kaempferol 3, 3', 4'-trimethyl ether (7) and ermanine (8). CONCLUSION: Compounds 2-8 have been isolated from this plant for the first time.
Title

[Studies on chemical constituents in herb from Artemisia rupestris].

Author

Song WX1, Ji TF, Si YK, Su YL.

Publish date

2006 Nov

PMID

1781895

Abstract
Three crystals have been isolated from the root of Berneuxia thibetica. On the basis of spectral data, crystals A and B have been identified as chrysosplenetin B and 22,23-dihydrospinasterone respectively, while crystal C is a mix of spinasterol and 22,23-dihydrospinasterol.
Title

[Constituents of the root of Berneuxia thibetica Decne].

Author

Ding L1, Chen Y, Wu F.

Publish date

1991 May