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Swertiamarine

$64

  • Brand : BIOFRON

  • Catalogue Number : BD-D1372

  • Specification : 98%(HPLC)

  • CAS number : 17388-39-5

  • Formula : C16H22O10

  • Molecular Weight : 374.34

  • PUBCHEM ID : 442435

  • Volume : 20MG

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Catalogue Number

BD-D1372

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8℃

Molecular Weight

374.34

Appearance

White crystal

Botanical Source

Swertia davidi Franch/Swertia japonica, Anthocleista procera, Centaurium littorale, Swertia pseudochinensis, Swertia mileensis and Enicostema litorale

Structure Type

Monoterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)O

Synonyms

(4aR,5R,6S)-5-ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl β-D-glucopyranoside/1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-, (4aR,5R,6S)-/(4aR,5R,6S)-4a-Hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one/(4aR,5R,6S)-5-Ethenyl-4a-hydroxy-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyr-6-yl-β-D-glucopyranoside/4,4a,5,6-Tetrahydro-4aa-hydroxy-1-oxo-5b-vinyl-1H,3H-pyrano[3,4-c]pyran-6-yl b-D-Glucopyranoside/(4aR,5R,6S)-4a-Hydroxy-1-oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl β-D-glucopyranoside/1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(β-d-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-, (4aR,5R,6S)-/Swertiamarin/[4aR-(4aa,5b,6a)]-5-Ethenyl-6-(b-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-4a-hydroxy-1H,3H-pyrano[3,4-c]pyran-1-one

IUPAC Name

(3S,4R,4aR)-4-ethenyl-4a-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one

Applications

Swertiamarin, a secoiridoid glycoside found in genera of Enicostemma Species, confers anti-hyperglycemic and anti-hyperlipidemic effects[1].

Density

1.6±0.1 g/cm3

Solubility

Methanol; Water

Flash Point

237.7±25.0 °C

Boiling Point

649.3±55.0 °C at 760 mmHg

Melting Point

111ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:17388-39-5) 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

31767226

Abstract

Swertiamarin, a typical compound of secoiridiod glycosides with various pharmacological effects which is the major iridoid glicoside of Swertia. In this study, we have established a fast and sensitive LC-MS/MS method. The aim was to conduct pharmacokinetic studies of swertiamarin in vivo of rats. Gentiopicroside was used as internal standard and a C18 column was employed for the separation of analytes. The selected reaction monitoring transitions were m/z 375→177, 357.1→195 for swertiamarin and the internal standard, respectively, in a positive ion mode. The results showed that swertiamarin had a good linearity in the range of 2-8000 ng/mL (r > 0.997) and its limit of detection (LLOD) was 0.5 ng/mL. The developed method subsequently successfully used in the pharmacokinetic study of swertiamarin in rats after oral administration (50, 100, and 150 mg/kg). We obtained a series of pharmacokinetic parameters, and the half-time of swertiamarin was 1 h, while the oral bioavailability was between 5.6-7.6%. Six metabolites of swertiamarin were identified based on accurate mass measurements of protonated molecules and their MS/MS spectrum by ultra-high-performance chromatography/tandem quadrupole time-of-flight mass spectrometry. Furthermore, metabolites were classified into three groups and the metabolic pathway of swertiamarin was proposed. The finding may help for the understanding of effectiveness and safety of swertiamarin.

KEYWORDS

LC-MS/MS; Metabolites; Pharmacokinetics; Swertiamarin; UHPLC-Q/TOF-MS/MS.

Title

Pharmacokinetics and Metabolic Profiles of Swertiamarin in Rats by Liquid Chromatography Combined With Electrospray Ionization Tandem Mass Spectrometry

Author

Mengge Shi 1 , Kai Xiong 2 , Tong Zhang 3 , Han Han 4

Publish date

2020 Feb 5

PMID

31740047

Abstract

Present study aimed for molecular docking, antiproliferative and anticonvulsant activities of swertiamarin isolated from the successive methanol extract of Enicostemma axillare. Molecular docking of swertiamarin on telomerase targets (PDB ID: 5UGW, 3DU6 and 4ERD), followed by antiproliferative activity on HEp2 and HT-29 cells by MTT and SRB assays. Also tested for anticonvulsant activity by pentylenetetrazole (PTZ, 80 mg/kg bw) induced convulsant. Molecular docking study predicted good total score of the swertiamarin with the selected targets. Swertiamarin possesses antiproliferative activity on HEp-2 and HT-29 cells with lower CTC50 values. It also served as significant anticonvulsant agent with prolonged onset and reduced duration of the seizures. These results confirm that swertiamarin exhibited potential antiproliferative and anticonvulsant activities

KEYWORDS

LC-MS/MS; Metabolites; Pharmacokinetics; Swertiamarin; UHPLC-Q/TOF-MS/MS.

Title

Molecular Docking, Antiproliferative and Anticonvulsant Activities of Swertiamarin Isolated From Enicostemma Axillare

Author

Jaishree Vaijanathappa 1 , Jamuna Puttaswamygowda 2 , Ramesh Bevanhalli 2 , Sheshagiri Dixit 3 , Prabitha Prabhakaran 3

Publish date

2020 Jan

PMID

31739286

Abstract

Chronic cigarette smoke (CS) exposure induces prostate deficits. We previously found that swertiamarin had prostatic protective potential. This study was to investigate the possible protective effect of swertiamarin against CS-induced prostate dysfunction on human prostate epithelial cells, stromal cells and rats. Rat prostate collagen deposition and fibrosis were assessed by sirius red staining and measuring hydroxyproline content, as well as by qPCR and western blot analysis for fibrotic extracellular matrix components. Prostatic levels of oxidative stress and inflammatory-related factors were also analyzed. In order to explore its underling mechanisms, the activities of Hedgehog signaling pathway and epithelial-mesenchymal transition of human prostate cells and rat prostate tissue were estimated. It was found that swertiamarin ameliorated CS-induced prostatic collagen deposition, relieved oxidative stress and local inflammation, inhibited the activation of Hedgehog signaling pathway and attenuated epithelial-mesenchymal transition. It indicated that swertiamarin could ameliorate CS-induced prostatic fibrosis by inhibiting epithelial-mesenchymal transition and Hedgehog pathway.

KEYWORDS

cigarette smoke; fibrosis; prostate; swertiamarin.

Title

The Anti-Inflammation, Anti-Oxidative and Anti-Fibrosis Properties of Swertiamarin in Cigarette Smoke Exposure-Induced Prostate Dysfunction in Rats

Author

Jinglou Chen 1 2 , Jianhua Liu 1 2 , Yongfang Lei 3 , Min Liu 1

Publish date

2019 Nov 17