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Supelco

Sterigmatocystin

Synonym(s):

3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furol[3′,2′:4,5]furo[2,3-c]xanthen-7-one

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About This Item

Empirical Formula (Hill Notation):
C18H12O6
CAS Number:
10048-13-2
Molecular Weight:
324.28
Beilstein:
53259
EC Number:
233-158-6
MDL number:
MFCD00005084
UNSPSC Code:
85151701
PubChem Substance ID:
329754270
NACRES:
NA.24
Pricing and availability is not currently available.

grade

analytical standard
reference material

Quality Level

200

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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

COc1cc2OC3OC=CC3c2c4Oc5cccc(O)c5C(=O)c14

InChI

1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3

InChI key

UTSVPXMQSFGQTM-UHFFFAOYSA-N

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General description

Sterigmatocystin is classified under the mycotoxin family of compounds that is usually produced by fungi of several species of Aspergillus.[1]

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sterigmatocystin may be used as an analytical reference standard for the determination of the analyte in:
  • Grain samples[1][2] by high-performance liquid chromatography-electrospray positive ionization-tandem mass spectrometry (HPLC-ESI+-MS/MS).
  • Sweet pepper samples by LC-ESI+-MS/MS.[3]

Biochem/physiol Actions

Initiates lung and liver tumors under experimental conditions.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H351

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG5937
BCBZ9352
BCBT5402

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Development of a multi-mycotoxin liquid chromatography/tandem mass spectrometry method for sweet pepper analysis.
Monbaliu S, et al.
Rapid Communications in Mass Spectrometry, 23(1), 3-11 (2009)
Multiresidue mycotoxin analysis in wheat, barley, oats, rye and maize grain by high-performance liquid chromatography-tandem mass spectrometry.
Martos P, et al.
World Mycotoxin Journal, 3(3), 205-223 (2010)
Analytical method for the determination of sterigmatocystin in grains using high-performance liquid chromatography-tandem mass spectrometry with electrospray positive ionization.
Ver?ilovskis A, et al.
Journal of Chromatography A, 1157(1-2), 467-471 (2007)
Xin Xing et al.
Molecular nutrition & food research, 55(5), 749-760 (2011-02-03)
Sterigmatocystin (ST), a mycotoxin commonly found in foodstuff and feedstuff, has been shown to be a carcinogenic mycotoxin in animal models. Many studies showed that the high level of ST contamination in grains might be related to the high incidence
Daniela Jakšić et al.
Archives of toxicology, 86(10), 1583-1591 (2012-06-01)
Aspergillus versicolor and A. flavus are primary colonizers in damp dwellings, and they produce sterigmatocystin (ST) and aflatoxin B1 (AFB(1)), respectively. These hepatotoxic and carcinogenic mycotoxins and their precursors and derivates possess a furofuran ring, which has proven responsible for
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