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Gitogenin

$178

  • Brand : BIOFRON

  • Catalogue Number : BF-G2007

  • Specification : 98%

  • CAS number : 511-96-6

  • Formula : C27H44O4

  • Molecular Weight : 432.64

  • PUBCHEM ID : 441887

  • Volume : 20mg

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Catalogue Number

BF-G2007

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

432.64

Appearance

White powder

Botanical Source

herbs of Agave americana

Structure Type

Others

Category

Standards;Natural Pytochemical;API

SMILES

CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)O)O)C)C)C)OC1

Synonyms

(2α,3β,5α,22S,25R)-Spirostan-2,3-diol/Spirostan-2,3-diol, (2α,3β,5α,22S,25R)-/Digin/(25R)-5.α.-Spirostan-2.α.,3.β.-diol

IUPAC Name

(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-15,16-diol

Density

1.2±0.1 g/cm3

Solubility

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

Flash Point

276.9±25.9 °C

Boiling Point

534.2±35.0 °C at 760 mmHg

Melting Point

272-273ºC

InChl

InChI=1S/C27H44O4/c1-15-7-10-27(30-14-15)16(2)24-23(31-27)12-20-18-6-5-17-11-21(28)22(29)13-26(17,4)19(18)8-9-25(20,24)3/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25+,26+,27-/m1/s1

InChl Key

FWCXELAAYFYCSR-RYKNUXCGSA-N

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#:511-96-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

27561715

Abstract

The hitherto unknown role of saponin in the regulation of thyrotoxicosis has been revealed in chemically-induced thyrotoxic rats. l-T4 (l-thyroxine) administration at pre-standardized dose of 500-μg/kg body weight for 12days increased the levels of thyroid hormones, enhanced the activity of hepatic 5′-monodeiodinase I (5’DI) and glucose-6-phosphatase (G-6Pase) as well as lipid peroxidation (LPO) with a parallel decrease in the levels of antioxidative enzymes. However, administration of the isolated saponin for 15days ameliorated the T4-induced alterations in serum thyroid hormones, hepatic LPO, G-6-Pase and 5’DI activity, and improved the cellular antioxidant status, indicating its antithyroidal and antioxidative potential. These effects of the test compound were comparable to a reference antithyroid drug, Propylthiouracil (PTU), suggesting that the test saponin may act as a potent anti-thyroid agent.

Copyright © 2016 Elsevier Ltd. All rights reserved.

KEYWORDS

Lipidperoxidation; Malvastrum coromandelianum; Rat; Saponin; Thyrotoxicosis

Title

Role of a gitogenin-type steroidal saponin (3-O-β-d-glucopyranosyl (1→2)-β-d-glucopyranosyl (1→4)-β-d-galactopyranoside-25R,5α-spirostane-2α,3β-diol), isolated from the leaves of Malvastrum coromandelianum in regulating thyrotoxicosis in rats.

Author

Panda S1, Kar A2.

Publish date

2016 Oct 1

PMID

24530871

Abstract

Longipetalosides A-C (1-3); three new furostane steroidal saponins together with (25S)-5α-furastan-3β,22,26-triol (4) and gitogenin (5) were isolated from the methanolic extract of the whole plant of Tribulus longipetalus. The structures of these compounds (1-5) were established by using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, COSY, NOESY) spectroscopy, and mass spectrometry (ESIMS, HRESIMS), and in comparison with literature data reported for related compounds. Compounds 1-5 were evaluated for their inhibitory activities against enzymes α-glucosidase, lipoxygenase, acetylcholinesterase, and butyrylcholinesterase. Only the compounds 4 and 5 were found as the inhibitors of enzyme α-glucosidase with IC50 values of 33.5±0.22 and 37.2±0.18μM, respectively.

Copyright © 2014 Elsevier Inc. All rights reserved.

KEYWORDS

Enzyme inhibition; Furostane steroids; Methanolic extract; Structure elucidation; Tribulus longipetalus

Title

Longipetalosides A-C, new steroidal saponins from Tribulus longipetalus.

Author

Naveed MA1, Riaz N2, Saleem M1, Jabeen B1, Ashraf M3, Ismail T3, Jabbar A1.

Publish date

2014 May;

PMID

22513009

Abstract

A bioassay-guided phytochemical analysis of the polar extract from the bulbs of garlic, Allium sativum L., var. Voghiera, typical of Voghiera, Ferrara (Italy), allowed the isolation of ten furostanol saponins; voghieroside A1/A2 and voghieroside B1/B2, based on the rare agapanthagenin aglycone; voghieroside C1/C2, based on agigenin aglycone; and voghieroside D1/D2 and E1/E2, based on gitogenin aglycone. In addition, we found two known spirostanol saponins, agigenin 3-O-trisaccharide and gitogenin 3-O-tetrasaccharide. The chemical structures of the isolated compounds were established through a combination of extensive nuclear magnetic resonance, mass spectrometry and chemical analyses. High concentrations of two eugenol diglycosides were also found for the first time in Allium spp. The isolated compounds were evaluated for their antimicrobial activity towards two fungal species, the air-borne pathogen Botrytis cinerea and the antagonistic fungus Trichoderma harzianum.

Copyright © 2012 Elsevier Ltd. All rights reserved.

Title

Antifungal saponins from bulbs of garlic, Allium sativum L. var. Voghiera.

Author

Lanzotti V1, Barile E, Antignani V, Bonanomi G, Scala F.

Publish date

2012 Jun


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