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Agarotetrol

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-A1003

  • Specification : 98%

  • CAS number : 69809-22-9

  • Formula : C17H18O6

  • Molecular Weight : 318.32

  • PUBCHEM ID : 13606036

  • Volume : 20mg

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Catalogue Number

BF-A1003

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

318.32

Appearance

White powder

Botanical Source

Aquilaria sinensis

Structure Type

Others

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC=C(C=C1)CCC2=CC(=O)C3=C(O2)C(C(C(C3O)O)O)O

Synonyms

(5S,6R,7R,8S)-5,6,7,8-Tetrahydroxy-2-phenethyl-5,6,7,8-tetrahydro-chromen-4-one/(5S,6R,7R,8S)-5,6,7,8-Tetrahydroxy-2-(2-phenylethyl)-5,6,7,8-tetrahydro-4H-chromen-4-one/Agarotetrol/4H-1-Benzopyran-4-one, 5,6,7,8-tetrahydro-5,6,7,8-tetrahydroxy-2-(2-phenylethyl)-, (5S,6R,7R,8S)-

IUPAC Name

(5S,6R,7R,8S)-5,6,7,8-tetrahydroxy-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-4-one

Density

1.5±0.1 g/cm3

Solubility

Methanol; Water

Flash Point

216.5±23.6 °C

Boiling Point

581.3±50.0 °C at 760 mmHg

Melting Point

InChl

InChI=1S/C17H18O6/c18-11-8-10(7-6-9-4-2-1-3-5-9)23-17-12(11)13(19)14(20)15(21)16(17)22/h1-5,8,13-16,19-22H,6-7H2/t13-,14+,15+,16-/m0/s1

InChl Key

CWMIROLCTHMEEO-JJXSEGSLSA-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#:69809-22-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31392566

Abstract

Agarwood, which is used as medicine and incense, contains sesquiterpenes and chromones. Agarotetrol is a chromone derivative found in high concentrations in the water-extract fraction of agarwood and thus may be present in pharmaceutical products made from decoctions of agarwood. Agarotetrol has been reported to be present at the early stages of cell death in calli. We therefore examined the presence of agarotetrol in medical- and incense-grade agarwood, in agarwood-source plants lacking resin deposits, and in artificially made agarwood. Agarotetrol appeared as a large peak in the HPLC chromatograms of all samples of medical-grade and artificially made agarwood, and in most incense-grade agarwood samples. In contrast, agarwood samples lacking resin deposits did not contain agarotetrol. These results show that agarotetrol is characteristic of resin formation. Agarotetrol was also detected in decoctions of agarwood. A newly developed TLC method for the detection of agarotetrol in agarwood is described.

KEYWORDS

Agarotetrol; Agarwood; Chromone derivatives; Quality evaluation

Title

Agarotetrol in agarwood: its use in evaluation of agarwood quality.

Author

Takamatsu S1, Ito M2.

Publish date

2020 Jan

PMID

29464509

Abstract

Agarwood is known to generate a distinct fragrance upon heating and is used as both a medicine and a fragrant wood. Low molecular weight aromatic compounds (LACs) such as benzylacetone are emitted from agarwood on heating and have a sedative effect on mice. These are detected exclusively in the headspace vapor of heated agarwood and are absent in the wood itself; hence, some compounds in agarwood are thought to be converted to LACs by the process of heating. In this study, different fractions obtained from agarwood were analyzed to reveal the source compounds of LACs. Some LACs detected in the resinous agarwood were absent from the non-resinous parts and confirmed as characteristic of the resinous parts. The essential oil and hydrosol of agarwood obtained by distillation were analyzed by gas chromatography-mass spectrometry (GC-MS). Sesquiterpenes were detected in the essential oil, and sesquiterpenes and a variety of LACs were detected in the hydrosol. A hot water extract of agarwood remaining in the distillation flask after distillation was analyzed by high-performance liquid chromatography (HPLC), and agarotetrol was found to be the main compound. Purified agarotetrol was heated in a glass vial and its headspace vapor was analyzed by solid-phase microextraction GC-MS. Benzylacetone and other LACs were detected. These results indicate that agarotetrol, a chromone derivative, contributes to the fragrance of agarwood through the generation of LACs upon heating.

KEYWORDS

Agarwood; Benzylacetone; Chromone derivatives; Essential oil; Hydrosol; Volatile compounds

Title

Agarotetrol: a source compound for low molecular weight aromatic compounds from agarwood heating.

Author

Takamatsu S1, Ito M2.

Publish date

2018 Mar

PMID

31020507

Abstract

In the original publication of the article, under the paragraphs “Collection of volatile compound” and “Analysis of essential oil and hydrosol” holding time for the end of GC and GC-MS programs at 180 °C was incorrectly published as “10 min”. The correct time limit is “30 min”.

Title

Correction to: Agarotetrol: a source compound for low molecular weight aromatic compounds from agarwood heating.

Author

Takamatsu S1, Ito M2.

Publish date

2019 Jun


Description :

Agarotetrol is a chromone derivative isolated from Agarwood.