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Merck
CN

V1628

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
NACRES:
NA.77
PubChem Substance ID:
24900718
UNSPSC Code:
12352202
MDL number:
MFCD00056780

Key Documents

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Quality Level

200

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

SMILES string

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

InChI key

ZSRVBNXAPSQDFY-CXOCQXMISA-N

storage temp.

−20°C

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

WGK 3

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
013M4099V
14120211
119K4009
018K4131
126H4109

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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
S Barel et al.
Journal of pharmaceutical sciences, 79(6), 548-551 (1990-06-01)
Verrucarol is a simple trichothecene which is structurally related to T-2 and HT-2 toxins. Several macrocyclic trichothecenes which are ester derivatives of verrucarol possess antitumor activity. The pharmacokinetics of verrucarol has been studied in eight dogs following iv and oral
B Harrach et al.
Applied and environmental microbiology, 41(6), 1428-1432 (1981-06-01)
A strain of Stachybotrys atra isolated from a field case of stachybotryotoxicosis in Hungary was cultured in Hungary. All of the compounds toxic to brine shrimp were separated from the culture extract by solvent partition, column chromatography, and preparative thin-layer
T L Brasel et al.
Applied and environmental microbiology, 71(1), 114-122 (2005-01-11)
Highly respirable particles (diameter, <1 microm) constitute the majority of particulate matter found in indoor air. It is hypothesized that these particles serve as carriers for toxic compounds, specifically the compounds produced by molds in water-damaged buildings. The presence of
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
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