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V1628

Sigma-Aldrich

Verrucarol

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C15H22O4
Número de CAS:
2198-92-7
Peso molecular:
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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Erica Bloom et al.
Applied and environmental microbiology, 73(13), 4211-4217 (2007-05-08)
Dampness in buildings has been linked to adverse health effects, but the specific causative agents are unknown. Mycotoxins are secondary metabolites produced by molds and toxic to higher vertebrates. In this study, mass spectrometry was used to demonstrate the presence
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
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
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