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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

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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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
P F Schuda et al.
Journal of natural products, 47(3), 514-519 (1984-05-01)
4-Deoxyverrucarol (4) has been synthesized for use in studies for the preparation and development of monoclonal antibodies for trichothecenes. Both verrucarol (1) and anguidine (2) have been converted to deoxyverrucarol (DOVE) (4) by deoxygenation at C3 and at C3 and
M Gareis et al.
Tierarztliche Praxis. Supplement, 1, 8-19 (1985-01-01)
Mycotoxicoses have been recognized worldwide to cause problems in animal production. Trichothecene mycotoxins, for the most part produced by Fusarium spp., have obtained particular importance. Between 1982 and 1984, 295 samples of feedstuffs (cereals and mixed feeds) have been analyzed
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
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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