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6-epi-Albrassitriol

CAS# 178456-58-1

6-epi-Albrassitriol

Catalog No. BCN7342----Order now to get a substantial discount!

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Chemical structure

6-epi-Albrassitriol

3D structure

Chemical Properties of 6-epi-Albrassitriol

Cas No. 178456-58-1 SDF Download SDF
PubChem ID 10015192 Appearance Powder
Formula C15H26O3 M.Wt 254.37
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,4R,4aS,8aS)-4-(hydroxymethyl)-3,4a,8,8-tetramethyl-5,6,7,8a-tetrahydro-1H-naphthalene-1,4-diol
SMILES CC1=CC(C2C(CCCC2(C1(CO)O)C)(C)C)O
Standard InChIKey RWPFZPBMMIWKKY-PAPYEOQZSA-N
Standard InChI InChI=1S/C15H26O3/c1-10-8-11(17)12-13(2,3)6-5-7-14(12,4)15(10,18)9-16/h8,11-12,16-18H,5-7,9H2,1-4H3/t11-,12+,14+,15-/m1/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.
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.
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.

Source of 6-epi-Albrassitriol

The A spergillussp.

Biological Activity of 6-epi-Albrassitriol

Description6-epi-Albrassitriol is a natural product from A spergillussp.

Protocol of 6-epi-Albrassitriol

Structure Identification
Nat Prod Res. 2013;27(9):809-17.

Synthesis of (-)-albrassitriol and (-)-6-epi-albrassitriol from (+)-larixol.[Pubmed: 22794273 ]

A novel synthesis of natural drimanic compounds, (-)-albrassitriol (2) and (-)-6-epi-Albrassitriol (3), has been carried out starting from an easily available labdane diterpenoid, (+)-larixol (1).
METHODS AND RESULTS:
In a two-step procedure, (+)-larixol (1) was converted into 14,15-bisnorlab-7-ene-6,13-dione (9), which was then submitted to a Norrish type II photochemical degradation yielding drim-7,9(11)-diene-6-one (10), whose treatment with OsO4 led selectively to the formation of drim-7-ene-9α,11-diol-6-one (12). The same compound was obtained by selective epoxidation of the C(9)-C(11) double bond in drim-7,9(11)-diene-6-one (10) with monoperphtalic acid. Treatment of the resulting mixture of α- and β-epoxides (13 and 14) with HClO4 yielded drim-7-ene-9α,11-diol-6-one (12). Reduction of the C6-carbonyl group in drim-7-ene-9α,11-diol-6-one (12) with LiAlH4 afforded (-)-albrassitriol (2) and (-)-6-epi-Albrassitriol (3), 12.4% and 13.6% overall yields, respectively.

6-epi-Albrassitriol Dilution Calculator

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Preparing Stock Solutions of 6-epi-Albrassitriol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9313 mL 19.6564 mL 39.3128 mL 78.6256 mL 98.282 mL
5 mM 0.7863 mL 3.9313 mL 7.8626 mL 15.7251 mL 19.6564 mL
10 mM 0.3931 mL 1.9656 mL 3.9313 mL 7.8626 mL 9.8282 mL
50 mM 0.0786 mL 0.3931 mL 0.7863 mL 1.5725 mL 1.9656 mL
100 mM 0.0393 mL 0.1966 mL 0.3931 mL 0.7863 mL 0.9828 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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References on 6-epi-Albrassitriol

Synthesis of (-)-albrassitriol and (-)-6-epi-albrassitriol from (+)-larixol.[Pubmed:22794273]

Nat Prod Res. 2013;27(9):809-17.

A novel synthesis of natural drimanic compounds, (-)-albrassitriol (2) and (-)-6-epi-Albrassitriol (3), has been carried out starting from an easily available labdane diterpenoid, (+)-larixol (1). In a two-step procedure, (+)-larixol (1) was converted into 14,15-bisnorlab-7-ene-6,13-dione (9), which was then submitted to a Norrish type II photochemical degradation yielding drim-7,9(11)-diene-6-one (10), whose treatment with OsO4 led selectively to the formation of drim-7-ene-9alpha,11-diol-6-one (12). The same compound was obtained by selective epoxidation of the C(9)-C(11) double bond in drim-7,9(11)-diene-6-one (10) with monoperphtalic acid. Treatment of the resulting mixture of alpha- and beta-epoxides (13 and 14) with HClO4 yielded drim-7-ene-9alpha,11-diol-6-one (12). Reduction of the C6-carbonyl group in drim-7-ene-9alpha,11-diol-6-one (12) with LiAlH4 afforded (-)-albrassitriol (2) and (-)-6-epi-Albrassitriol (3), 12.4% and 13.6% overall yields, respectively.

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