Cryptoacetalide

CAS# 132059-23-5

Cryptoacetalide

Catalog No. BCN3139----Order now to get a substantial discount!

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Chemical structure

Cryptoacetalide

3D structure

Chemical Properties of Cryptoacetalide

Cas No. 132059-23-5 SDF Download SDF
PubChem ID 46896125 Appearance Powder
Formula C18H22O3 M.Wt 286.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3S,4'R)-4',6,6-trimethylspiro[8,9-dihydro-7H-benzo[g][2]benzofuran-3,2'-oxolane]-1-one
SMILES CC1CC2(C3=C(C4=C(C=C3)C(CCC4)(C)C)C(=O)O2)OC1
Standard InChIKey HUTQFIYQAWCICW-ZMZPIMSZSA-N
Standard InChI InChI=1S/C18H22O3/c1-11-9-18(20-10-11)14-7-6-13-12(15(14)16(19)21-18)5-4-8-17(13,2)3/h6-7,11H,4-5,8-10H2,1-3H3/t11-,18+/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 Cryptoacetalide

The roots of Salvia miltiorrhiza

Biological Activity of Cryptoacetalide

DescriptionCryptoacetalide is a natural product from Salvia miltiorrhiza.
In vitro

New cryptotanshinone derivatives with anti-influenza A virus activities obtained via biotransformation by Mucor rouxii.[Pubmed: 28584912 ]

Appl Microbiol Biotechnol. 2017 Jun 5.

This paper provides an efficient platform to diversify the structure and pharmaceutical potentials of known natural products.
METHODS AND RESULTS:
Seven metabolites were obtained via the biotransformation of cryptotanshinone by the fungus Mucor rouxii AS 3.3447, and assigned as 13R-14R-hydroxy-anhydride of 16R-cryptotanshinone (1), 1S-hydroxy-anhydride of 16R-cryptotanshinone (2), 1R-hydroxy-anhydride of 16R-cryptotanshinone (3), 3S-hydroxy-epiCryptoacetalide (4), 3S-hydroxy-Cryptoacetalide (5), epiCryptoacetalide (6), and Cryptoacetalide (7). Among these compounds, 1-5 are novel. The ortho-naphthoquinone chromophore of cryptotanshinone was degraded and rearranged by M. rouxii. 1 and 3 showed good anti-influenza A virus activities with the reduced cytotoxic activities compared to the parent substrate cryptotanshinone (8).
CONCLUSIONS:
The structures of all the new compounds were determined on the basis of HRESIMS (high-resolution electrospray ionization mass spectroscopy) spectrometry, NMR (nuclear magnetic resonance) spectroscopy, ECD (electronic circular dichroism) calculations, and the CD (circular dichroism) of "in situ" method with [Rh2(OCOCF3)4].

Protocol of Cryptoacetalide

Structure Identification
Yao Xue Xue Bao. 2011 Jul;46(7):818-21.

Chemical constituents from Salvia przewalskii Maxim.[Pubmed: 22010351]

The investigation on Salvia przewalskii Maxim was carried out to find the relationship of the constituents and their pharmacological activities.
METHODS AND RESULTS:
The isolation and purification were performed by various chromatographies such as silica gel, Sephadex LH-20, RP-C18 column chromatography, etc. Further investigation on the fraction of the 95% ethanol extract of Salvia przewalskii Maxim yielded przewalskin Y-1 (1), anhydride of tanshinone-II A (2), sugiol (3), epiCryptoacetalide (4), Cryptoacetalide (5), arucadiol (6), 1-dehydromiltirone (7), miltirone (8), cryptotanshinone (9), tanshinone II A (10) and isotanshinone-I (11). Their structures were elucidated by the spectral analysis such as NMR (Nuclear Magnetic Resonance) and MS (Mass Spectrometry).
CONCLUSIONS:
Compound 1 is a new compound. Compounds 4 and 5 are mirror isomers (1 : 3). Compounds 4, 5, 6, 8, 11 were isolated from Salvia przewalskii Maxim for the first time.

Cryptoacetalide Dilution Calculator

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Cryptoacetalide Molarity Calculator

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Preparing Stock Solutions of Cryptoacetalide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4916 mL 17.4581 mL 34.9162 mL 69.8324 mL 87.2905 mL
5 mM 0.6983 mL 3.4916 mL 6.9832 mL 13.9665 mL 17.4581 mL
10 mM 0.3492 mL 1.7458 mL 3.4916 mL 6.9832 mL 8.7291 mL
50 mM 0.0698 mL 0.3492 mL 0.6983 mL 1.3966 mL 1.7458 mL
100 mM 0.0349 mL 0.1746 mL 0.3492 mL 0.6983 mL 0.8729 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 Cryptoacetalide

New cryptotanshinone derivatives with anti-influenza A virus activities obtained via biotransformation by Mucor rouxii.[Pubmed:28584912]

Appl Microbiol Biotechnol. 2017 Aug;101(16):6365-6374.

This paper provides an efficient platform to diversify the structure and pharmaceutical potentials of known natural products. Seven metabolites were obtained via the biotransformation of cryptotanshinone by the fungus Mucor rouxii AS 3.3447, and assigned as 13R-14R-hydroxy-anhydride of 16R-cryptotanshinone (1), 1S-hydroxy-anhydride of 16R-cryptotanshinone (2), 1R-hydroxy-anhydride of 16R-cryptotanshinone (3), 3S-hydroxy-epiCryptoacetalide (4), 3S-hydroxy-Cryptoacetalide (5), epiCryptoacetalide (6), and Cryptoacetalide (7). Among these compounds, 1-5 are novel. The ortho-naphthoquinone chromophore of cryptotanshinone was degraded and rearranged by M. rouxii. 1 and 3 showed good anti-influenza A virus activities with the reduced cytotoxic activities compared to the parent substrate cryptotanshinone (8). The structures of all the new compounds were determined on the basis of HRESIMS (high-resolution electrospray ionization mass spectroscopy) spectrometry, NMR (nuclear magnetic resonance) spectroscopy, ECD (electronic circular dichroism) calculations, and the CD (circular dichroism) of "in situ" method with [Rh2(OCOCF3)4].

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