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Merck
CN

37016

Verruculogen solution

100 μg/mL in acetonitrile, analytical standard

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About This Item

Empirical Formula (Hill Notation):
C27H33N3O7
CAS Number:
Molecular Weight:
511.57
UNSPSC Code:
85151701
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InChI

1S/C27H33N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,23,31,34H,6-7,10,13H2,1-5H3

InChI key

LRXYHMMJJCTUMY-UHFFFAOYSA-N

SMILES string

COc1ccc2c3[C@H](O)[C@]4(O)N([C@H]5CC(C)(C)OO[C@H](\C=C(\C)C)n(c35)c2c1)C(=O)[C@@H]6CCCN6C4=O

grade

analytical standard

shelf life

limited shelf life, expiry date on the label

concentration

100 μg/mL in acetonitrile

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

single component solution

storage temp.

−20°C

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

35.6 °F

flash_point_c

2 °C

Regulatory Information

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Craig F Ferris et al.
BMC neuroscience, 9, 111-111 (2008-11-19)
With the advent of functional magnetic resonance imaging (fMRI) in awake animals it is possible to resolve patterns of neuronal activity across the entire brain with high spatial and temporal resolution. Synchronized changes in neuronal activity across multiple brain areas
Regina M Geris dos Santos et al.
Phytochemistry, 61(8), 907-912 (2002-11-28)
A Penicillium sp was isolated from the root bark of Melia azedarach and cultivated over sterilized rice. After chromatographic procedures, two meroterpenes, named preaustinoid A and B, were obtained in addition to the known alkaloid verruculogen. Their structures were identified
P J Norris et al.
Journal of neurochemistry, 34(1), 33-42 (1980-01-01)
The neurochemical effects of the tremorgenic mycotoxins Verruculogen and Penitrem A, which produce a neurotoxic syndrome characterised by sustained tremors, were studied using sheep and rat synaptosomes. The toxins were administered in vivo, either by chronic feeding (sheep) or intraperitoneal
J B Day et al.
Applied and environmental microbiology, 43(3), 514-516 (1982-03-01)
In surface culture of Penicillium simplicissimum, verruculogen was shown to be biosynthesized from the intact carbon skeletons of tryptophan and proline, isoprenoid derivatives of mevalonic acid, and a methyl group donated by methionine. Selected radiolabeled precursors (1 mCi) pulse-fed at
Nathan W Churchill et al.
Neurology, 93(21), e1980-e1992 (2019-10-18)
To test the hypothesis that concussion-related brain alterations seen at symptomatic injury and medical clearance to return to play (RTP) will have dissipated by 1 year after RTP. For this observational study, 24 athletes with concussion were scanned longitudinally within

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