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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:
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

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4515
BCCJ2878
BCCH2051
BCCD9137
BCCD6148

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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)
A Solhaug et al.
Mutation research, 738-739, 1-11 (2012-10-04)
Alternariol (AOH), a mycotoxin produced by Alternaria sp, is often found as a contaminant in fruit and cereal products. Here we employed the murine macrophage cell line RAW 264.7 to test the hypothesis that AOH causes toxicity as a response
Manmeet Ahuja et al.
Journal of the American Chemical Society, 134(19), 8212-8221 (2012-04-19)
Genome sequencing has revealed that fungi have the ability to synthesize many more natural products (NPs) than are currently known, but methods for obtaining suitable expression of NPs have been inadequate. We have developed a successful strategy that bypasses normal
Jun-Wei He et al.
Fitoterapia, 83(6), 1087-1091 (2012-05-23)
Two new heptaketides, (+)-(2S,3S,4aS)-altenuene (1a) and (-)-(2S,3S,4aR)-isoaltenuene (2a), together with six known compounds, (-)-(2R,3R,4aR)-altenuene (1b), (+)-(2R,3R,4aS)-isoaltenuene (2b), 5'-methoxy-6-methyl-biphenyl-3,4,3'-triol (3), alternariol (4), alternariol-9-methyl ether (5), and 4-hydroxyalternariol-9-methyl ether (6) were isolated from the EtOAc extract of an endolichenic fungal strain Nigrospora
Britta Burkhardt et al.
Molecular nutrition & food research, 55(7), 1079-1086 (2011-02-26)
Monohydroxylation of alternariol (AOH) and alternariol-9-methyl ether (AME) has previously been reported as a prominent metabolic route under cell-free conditions. This pathway gives rise to several catechol metabolites and may therefore be of toxicological relevance. To clarify whether hydroxylation of
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