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Tracheloside

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-T3011

  • Specification : 98%

  • CAS number : 33464-71-0

  • Formula : C27H34O12

  • Molecular Weight : 550.56

  • PUBCHEM ID : 169511

  • Volume : 25mg

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Catalogue Number

BF-T3011

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

550.56

Appearance

Off-white powder

Botanical Source

Trachelospermum jasminoides

Structure Type

Lignanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=C(C=C1)CC2COC(=O)C2(CC3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC)O)OC

Synonyms

2,2':6',2''-Terpyridine,4',4''''-[1,1'-biphenyl]-4,4'-diylbis/trachelosid/tracheloside/tpy-(ph)2-tpy/2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)-3-((4-(β-D-glucopyranosyloxy)-3-methoxyphenyl)methyl)dihydro-3-hydroxy-, (3S-cis)-/4-{[(3S,4S)-4-(3,4-Dimethoxybenzyl)-3-hydroxy-2-oxotetrahydro-3-furanyl]methyl}-2-methoxyphenyl β-D-glucopyranoside/2-hydroxyarctiin/2(3H)-Furanone, 4-[(3,4-dimethoxyphenyl)methyl]-3-[[4-(β-D-glucopyranosyloxy)-3-methoxyphenyl]methyl]dihydro-3-hydroxy-, (3S,4S)-/4,4'-bis-(2,2':6',2''-terpyridin-4'-yl)biphenyl

IUPAC Name

(3S,4S)-4-[(3,4-dimethoxyphenyl)methyl]-3-hydroxy-3-[[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl]oxolan-2-one

Density

1.4±0.1 g/cm3

Solubility

Methanol; Water; DMF

Flash Point

253.8±26.4 °C

Boiling Point

769.8±60.0 °C at 760 mmHg

Melting Point

167-170℃

InChl

InChI=1S/C27H34O12/c1-34-17-6-4-14(9-19(17)35-2)8-16-13-37-26(32)27(16,33)11-15-5-7-18(20(10-15)36-3)38-25-24(31)23(30)22(29)21(12-28)39-25/h4-7,9-10,16,21-25,28-31,33H,8,11-13H2,1-3H3/t16-,21+,22+,23-,24+,25+,27-/m0/s1

InChl Key

LWYAMIUSVGPFKS-CGLYQLBNSA-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#:33464-71-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

30147732

Abstract

Cell migration and proliferation are important for proper wound healing after skin injury. Recent studies have shown that compounds from plants could promote cell migration and proliferation. Tracheloside, which is a plant lignan, has been found to promote the growth of HaCaT cells over 40% compared to other compounds tested based on a cell proliferation assay. An in vitro scratch assay confirmed the healing activity of tracheloside (more than 2-fold increased healing activity after 24 hours of treatment compared with the control) and revealed that this activity is better than that of allantoin (1.2-fold increased after 24 hours of treatment compared with the control), a positive control. With western blot results, wound healing with tracheloside occurred through the phosphorylation of ERK1/2. Therefore, tracheloside is a good candidate to promote wound healing and could be developed as a therapeutic agent for wound treatment or used as a leading compound with higher activity.

Title

Promotion of Keratinocyte Proliferation by Tracheloside Through ERK1/2 Stimulation

Author

JaeGoo Kim 1 , Yu-Kyong Shin 2 , Ki-Young Kim 1 2

Publish date

2018 Jul 26

PMID

17090940

Abstract

The lignan glycoside, tracheloside, was isolated from seeds of Carthamus tinctorius (Compositae) as an anti-estrogenic principle against cultured Ishikawa cells by employing a bioassay-linked HPLC-ELSD method. Tracheloside significantly decreased the activity of alkaline phosphatase (AP), an estrogen-inducible marker enzyme, with an IC(50) value of 0.31 microg/ml, a level of inhibition comparable to that of tamoxifen (IC(50) = 0.43 microg/ml).

Title

An Anti-Estrogenic Lignan Glycoside, Tracheloside, From Seeds of Carthamus Tinctorius

Author

Hye Hyun Yoo 1 , Jeong Hill Park, Sung Won Kwon

Publish date

2006 Nov

PMID

21482203

Abstract

We developed and validated a quantitative method for simultaneously determining the concentrations of tracheloside and trachelogenin in rat plasma. Plasma samples were prepared by liquid-liquid extraction with ethyl acetate. Isocratic chromatographic separation was performed on a reversed-phase Diamonsil C(18) column (4.6×200 mm, 5 μm). The mobile phase consisted of methanol and 10mM aqueous ammonium formate (80:20, v/v). Analyte detection was achieved by positive electrospray ionization (ESI) tandem mass spectrometry. Calibration was performed by internal standardization with glipizide, and regression curves ranging from 0.625 to 625 ng/mL were constructed for both the analytes. The intra- and inter-day precision values were below 8%, and accuracy ranged from -5.33% to 2.53% in all quality control samples. In this study, the validated method was successfully applied to determine the pharmacokinetic profile of tracheloside and trachelogenin in rat plasma after oral and intravenous administration of trachelospermi total lignans.
Copyright © 2011 Elsevier B.V. All rights reserved.

Title

Simultaneous Quantification of Tracheloside and Trachelogenin in Rat Plasma Using Liquid Chromatography/Tandem Mass Spectrometry

Author

Li Li 1 , Fanhua Meng, Jifen Guo, Lu Sun, Nengjiang Yu, Yimin Zhao

Publish date

2011 May 17.


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