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Supelco

Alternariol

analytical standard

Synonym(s):

3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-one, 3,7,9-Trihydroxy-1-methyl-benzo[c]chromen-6-one

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About This Item

Empirical Formula (Hill Notation):
C14H10O5
CAS Number:
641-38-3
Molecular Weight:
258.23
Beilstein/REAXYS Number:
244839
MDL number:
MFCD00133068
UNSPSC Code:
85151701
PubChem Substance ID:
329755213
NACRES:
NA.24

grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

SMILES string

Cc1cc(O)cc2OC(=O)c3c(O)cc(O)cc3-c12

InChI

1S/C14H10O5/c1-6-2-7(15)5-11-12(6)9-3-8(16)4-10(17)13(9)14(18)19-11/h2-5,15-17H,1H3

InChI key

CEBXXEKPIIDJHL-UHFFFAOYSA-N

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General description

Alternariol (AOH) is a mycotoxin produced by fungus Alternaria and a major plant pathogen found in a wide variety of fruits and cereals products. AOH is structurally characterized as a dibenzopyranone.

Application

Alternariol may be used as an analytical reference standard for the determination of the analyte in fruits, vegetables and cereals by various chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Reconstitution

Dried down, ~100μg/mL after reconstitution with 1 mL of water

Analysis Note

purity : ≥96.0% (HPLC)

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ2878
BCCH2051
BCCD9137
BCCD6148
BCCD0850

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Phil Jun Lee et al.
Molecules (Basel, Switzerland), 24(19) (2019-10-19)
Our aim was to verify the potential ability of succinylacetone (SA) to inhibit mitochondrial function, thereby suppressing cancer cell proliferation. SA treatment caused apoptosis in HCT116 and HT29 cells, but not in SW480 cells, with mitochondria playing a key role.
Precise determination of the Alternaria mycotoxins alternariol and alternariol monomethyl ether in cereal, fruit and vegetable products using stable isotope dilution assays.
Asam S, et al.
Mycotoxin Research, 27(1), 23-28 (2011)
Stefanie C Fleck et al.
Toxicology letters, 214(1), 27-32 (2012-08-21)
Altertoxin II (ATX II) is one of the several mycotoxins produced by Alternaria fungi. It has a perylene quinone structure and is highly mutagenic in Ames Salmonella typhimurium, but its mutagenicity in mammalian cells has not been studied before. Here
A Solhaug et al.
Toxicology letters, 219(1), 8-17 (2013-03-05)
The mycotoxin alternariol (AOH), a frequent contaminant in fruit and cereal products, is known to induce DNA damage with subsequent cell cycle arrest. Here we elucidated the effects of AOH on stages of cell cycle progression using the RAW 264.7
Yvonne Ackermann et al.
Journal of agricultural and food chemistry, 59(12), 6360-6368 (2011-05-04)
This study investigated the production of polyclonal (pAB) antibodies and the first time production of monoclonal (mAB) antibodies against the mycotoxin alternariol, and their implementation in enzyme immunoassay (EIA) for the rapid determination of alternariol in foods. Both EIAs were
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