AgarotetrolCAS# 69809-22-9 |
- Isoagarotetrol
Catalog No.:BCN8801
CAS No.:104060-61-9
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 69809-22-9 | SDF | Download SDF |
| PubChem ID | 13606036 | Appearance | Powder |
| Formula | C17H18O6 | M.Wt | 318.3 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 250 mg/mL (785.37 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | (5S,6R,7R,8S)-5,6,7,8-tetrahydroxy-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromen-4-one | ||
| SMILES | C1=CC=C(C=C1)CCC2=CC(=O)C3=C(O2)C(C(C(C3O)O)O)O | ||
| Standard InChIKey | CWMIROLCTHMEEO-JJXSEGSLSA-N | ||
| Standard InChI | 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 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Agarotetrol is a chromone derivative isolated from Agarwood. |
| Structure Identification | Chemical & Pharmaceutical Bulletin, 2008 , 34 (7) :3033-7.Studies on the Agalwood (Jinko). VI. : Structures of Three 2-(2-Phenylethyl)-5,6,7,8-tetrahydrochromone Derivatives, AH_<1A>, AH_<2a> and AH_<2b>[Reference: WebLink]Three new kinds of phenylethyl chromone derivatives, named AH_<1A>, AH_<2a> and AH_<2b>, were isolated from the crude AH_1 (Agarotetrol) and AH_2 (isoAgarotetrol) fractions of agalwood (Jinko)from Kalimantan. AH<1A> separated from the crude AH_1 fraction through the process of acetylation was characterized as 2-[2-(4-methoxyphenyl)ethyl]-5α, 6β, 7β, 8α-tetraacetoxy-5,6,7,8-tetrahydro-chromone, and AH_<2a> and AH<2b>, from crude AH_2 fraction, were established to be 2[2-(4-methoxyphenyl)ethyl]- and 2-[2-(2-hydroxyphenyl)ethyl]-5α, 6β, 7α, 8β-tetrahydroxy-5,6,7,8-tetrahydrochromone, respectively. |
Agarotetrol Dilution Calculator
Agarotetrol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.1417 mL | 15.7085 mL | 31.4169 mL | 62.8338 mL | 78.5423 mL |
| 5 mM | 0.6283 mL | 3.1417 mL | 6.2834 mL | 12.5668 mL | 15.7085 mL |
| 10 mM | 0.3142 mL | 1.5708 mL | 3.1417 mL | 6.2834 mL | 7.8542 mL |
| 50 mM | 0.0628 mL | 0.3142 mL | 0.6283 mL | 1.2567 mL | 1.5708 mL |
| 100 mM | 0.0314 mL | 0.1571 mL | 0.3142 mL | 0.6283 mL | 0.7854 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Three new 5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromone derivatives enantiomeric to agarotetrol from agarwood.[Pubmed:29525833]
J Nat Med. 2018 Jun;72(3):667-674.
Agarwood (jinkoh in Japanese) is a resinous wood from Aquilaria species of the family Thymelaeaceae and has been used as incense and in traditional medicines. Characteristic chromone derivatives such as Agarotetrol have been isolated from agarwood. In previous study, we isolated two new 2-(2-phenylethyl)chromones together with six known compounds from MeOH extract of agarwood. Further chemical investigation of the MeOH extract led to isolation of eighteen 2-(2-phenylethyl)chromones, including three new 5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromones with stereochemistry enantiomeric to Agarotetrol-type, viz. (5R,6S,7S,8R)-2-[2-(3'-hydroxy-4'-methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7 ,8-tetrahydrochromone (2), (5R,6S,7S,8R)-2-[2-(4'-methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahyd rochromone (6), and (5R,6S,7S,8R)-2-[2-(4'-hydroxy-3'- methoxyphenyl)ethyl]-5,6,7,8-tetrahydroxy-5,6,7,8-tetrahydrochromone (13). The absolute configurations of the new compounds were determined by exciton chirality method. All isolated compounds were tested for their phosphodiesterase (PDE) 3A inhibitory activity by fluorescence polarization method. Compounds 8, 12-15, 21-24 showed moderate PDE 3A inhibitory activity.
Agarotetrol: a source compound for low molecular weight aromatic compounds from agarwood heating.[Pubmed:29464509]
J Nat Med. 2018 Mar;72(2):537-541.
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.
