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V1628

Sigma-Aldrich

Verrucarol

Synonym(s):

4β,15-Dihydroxy-12,13-epoxytrichothec-9-ene

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About This Item

Empirical Formula (Hill Notation):
C15H22O4
CAS Number:
2198-92-7
Molecular Weight:
266.33
MDL number:
MFCD00056780
UNSPSC Code:
12352202
PubChem Substance ID:
24900718
NACRES:
NA.77

Quality Level

200

storage temp.

−20°C

SMILES string

[H][C@]12C[C@@H](O)C(C)([C@@]3(CO)CCC(C)=C[C@@]3([H])O1)C24CO4

InChI

1S/C15H22O4/c1-9-3-4-14(7-16)11(5-9)19-12-6-10(17)13(14,2)15(12)8-18-15/h5,10-12,16-17H,3-4,6-8H2,1-2H3/t10-,11-,12-,13?,14-,15?/m1/s1

InChI key

ZSRVBNXAPSQDFY-CXOCQXMISA-N

Biochem/physiol Actions

Trichothecene mycotoxin that is a component of toxic mold. Esters of verrucarol have anti-tumor activity.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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T Tuomi et al.
Applied and environmental microbiology, 66(5), 1899-1904 (2000-05-02)
We analyzed 79 bulk samples of moldy interior finishes from Finnish buildings with moisture problems for 17 mycotoxins, as well as for fungi that could be isolated using one medium and one set of growth conditions. We found the aflatoxin
Mirko Peitzsch et al.
Journal of environmental monitoring : JEM, 14(3), 908-915 (2012-01-31)
We compared the efficiency of some commercially available products and methods used for remediation of mould-contaminated building materials. Samples of gypsum board and pinewood were artificially contaminated with toxin-producing isolates of Stachybotrys chartarum and Aspergillus versicolor, respectively, then, ten different
K H Kim et al.
Applied and environmental microbiology, 56(1), 260-263 (1990-01-01)
Isoverrucarol (3,15-dihydroxy-12,13-epoxy-trichothec-9-ene) was isolated and purified from wheat cultures of a toxic strain of Fusarium oxysporum CJS-12. The toxin was characterized by thin-layer chromatography, gas chromatography-mass spectrometry, and 1H and 13C nuclear magnetic resonance spectrometry. Isoverrucarol caused toxic effects in
F S Chu et al.
Applied and environmental microbiology, 48(4), 781-784 (1984-10-01)
Immunization of rabbits with deoxyverrucarol (DOVE) conjugated to bovine serum albumin resulted in antibodies bound with either tritiated DOVE or diacetoxyscirpenol (DAS), but not with T-2 toxin. The affinity of antibodies with DOVE was found to be much higher than
T Krishnamurthy et al.
Journal - Association of Official Analytical Chemists, 70(1), 132-140 (1987-01-01)
A general, sensitive gas chromatographic/negative ion chemical ionization mass spectrometric (GC/NICIMS) method of analysis was developed for the detection and quantitation of several polar, thermally labile, toxic macrocyclic trichothecenes. The procedure involves the conversion of the molecules to their corresponding
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