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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
Pricing and availability is not currently available.

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

Signal Word

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 Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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

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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
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
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 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
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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