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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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCG5937
BCBZ9352
BCBT5402

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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)
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)
Motoyuki Shimizu et al.
Molecular and cellular biology, 32(18), 3743-3755 (2012-07-18)
Cellular levels of NAD(+) and NADH are thought to be controlled by de novo and salvage mechanisms, although evidence has not yet indicated that they are regulated by NAD(+) degradation. Here we show that the conserved nudix hydrolase isozyme NdxA
Christian Rank et al.
Fungal biology, 115(4-5), 406-420 (2011-05-03)
During the last 50y, the carcinogenic mycotoxin sterigmatocystin (ST) has been reported in several phylogenetically and phenotypically different genera: Aschersonia, Aspergillus, Bipolaris, Botryotrichum, Chaetomium, Emericella, Eurotium, Farrowia, Fusarium, Humicola, Moelleriella, Monocillium and Podospora. We have reexamined all available strains of
C N Ezekiel et al.
International journal of food microbiology, 162(3), 231-236 (2013-03-05)
In order to determine whether dried mushrooms are a foodstuff that may be less susceptible to infection by toxigenic molds and consequently to mycotoxin contamination, 34 dried market samples were analyzed. Fungal population was determined in the samples by conventional
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