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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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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
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
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 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
S Barel et al.
Biopharmaceutics & drug disposition, 15(7), 609-616 (1994-10-01)
The pharmacokinetics and renal excretion of a trichothecene mycotoxin, verrucarol, were studied in six mongrel dogs following IV administration (0.4 mg kg-1). The fraction of verrucarol excreted intact in the urine ranged from 0.9% to 2.7% of the administered dose.
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