Isoaltenuene

CAS# 126671-80-5

Isoaltenuene

2D Structure

Catalog No. BCN7313----Order now to get a substantial discount!

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Isoaltenuene: 5mg $1098 In Stock
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Quality Control of Isoaltenuene

3D structure

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Isoaltenuene

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Chemical Properties of Isoaltenuene

Cas No. 126671-80-5 SDF Download SDF
PubChem ID 180444 Appearance Powder
Formula C15H16O6 M.Wt 292.28
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R,4aS)-2,3,7-trihydroxy-9-methoxy-4a-methyl-3,4-dihydro-2H-benzo[c]chromen-6-one
SMILES CC12CC(C(C=C1C3=CC(=CC(=C3C(=O)O2)O)OC)O)O
Standard InChIKey MMHTXEATDNFMMY-HCKVZZMMSA-N
Standard InChI InChI=1S/C15H16O6/c1-15-6-12(18)10(16)5-9(15)8-3-7(20-2)4-11(17)13(8)14(19)21-15/h3-5,10,12,16-18H,6H2,1-2H3/t10-,12-,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 Isoaltenuene

The solid cultures of the fungus Colletotrichum sp.

Biological Activity of Isoaltenuene

Description1. Isoaltenuene shows antibiotic activity against Gram-positive bacteria. 2. Isoaltenuene exhibits cytotoxic activity against lung cancer cell line A549, breast cancer cell line MDA-MB-231 and pancreatic cancer cell line PANC-1. 3. Isoaltenuene shows a minor phytotoxic activity on tomato leaves at level of 20 ug/spot .
TargetsAntifection

Isoaltenuene Dilution Calculator

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Isoaltenuene Molarity Calculator

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Preparing Stock Solutions of Isoaltenuene

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4214 mL 17.1069 mL 34.2138 mL 68.4275 mL 85.5344 mL
5 mM 0.6843 mL 3.4214 mL 6.8428 mL 13.6855 mL 17.1069 mL
10 mM 0.3421 mL 1.7107 mL 3.4214 mL 6.8428 mL 8.5534 mL
50 mM 0.0684 mL 0.3421 mL 0.6843 mL 1.3686 mL 1.7107 mL
100 mM 0.0342 mL 0.1711 mL 0.3421 mL 0.6843 mL 0.8553 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 Isoaltenuene

Isolation and structure elucidation of isoaltenuene, a new metabolite ofAlternaria alternata.[Pubmed:23605299]

Mycotoxin Res. 1989 Sep;5(2):69-76.

Isoaltenuene, a previously unknownAlternaria metabolite has been isolated from a rice culture ofAlternaria alternata and purified by semipreparative HPLC. The assigned structure, elucidated by UV, IR, MS, and NMR spectroscopy, was 2', 3', 4', 5'-tetrahydro-3, 4'beta, 5'alpha-trihydroxy-5-methoxy-2'alpha-methyldibenzo (alpha)-pyrone and corresponded to a diasteroisomer of altenuene with inverted configuration at C-2'. Isoaltenuene showed a minor phytotoxic activity on tomato leaves at level of 20 mug/spot and no antifungal activity onGeotrichum candidum (up to 20 mug/disk).

Altenuene derivatives from an unidentified freshwater fungus in the family Tubeufiaceae.[Pubmed:16643037]

J Nat Prod. 2006 Apr;69(4):612-5.

Four new altenuene derivatives called dihydroaltenuenes A (1) and B (2) and dehydroaltenuenes A (3) and B (4), along with five known compounds, including Isoaltenuene (5), altenuene (6), and 5'-epialtenuene (7), were isolated from cultures of an unidentified freshwater aquatic fungal species in the family Tubeufiaceae. The structures of 1-4 were determined by analysis of NMR and MS data. The relative stereochemistry was determined on the basis of (1)H NMR J-values and NOE data, while the absolute configuration of a representative member of the group (5) was assigned by CD spectral analysis of its bis-N,N-dimethylaminobenzoate derivative. Compounds 1, 3, 4, 5, and 6 showed antibiotic activity against Gram-positive bacteria.

[A new sesquiterpenoid from fungus Colletotrichum sp. and its cytotoxicity].[Pubmed:23984524]

Yao Xue Xue Bao. 2013 Jun;48(6):891-5.

A novel sesquiterpenoid (1) and three known compounds identified as Isoaltenuene (2), altenuene (3), and alternariol 4, 10-O-dimethyl ether (4), were isolated in our investigation of the cytotoxic constituents from solid cultures of the endophytic fungus Colletotrichum sp. The structures of these compounds were elucidated through spectroscopic data analysis. All compounds exhibited cytotoxic activity against lung cancer cell line A549, breast cancer cell line MDA-MB-231 and pancreatic cancer cell line PANC-1. Compound 4 could induce the PANC-1 cells inflation or death, but couldn't induce apoptosis at the IC50 of 60.2 microg x mL(-1).

A new alternariol glucoside from fungus Alternaria alternate cib-137.[Pubmed:25520187]

Nat Prod Res. 2015;29(9):848-52.

A new secondary metabolite, 2-O-methylalternariol 4-O-beta-[4-methoxyl-glucopyranoside] (1), together with four known compounds alternariol methyl ether (2), altenuene (3), Isoaltenuene (4) and 2-(2'S-hydroxypropyl)-5-methyl-7-hydroxychromone (5), was isolated from the fungus Alternaria alternate cib-137. Its structure was elucidated on the basis of spectroscopic data. Compounds 3 and 4 demonstrated moderate activity against Staphylococcus aureus.

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