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Merck
CN

F6513

Fusaric acid

From Gibberella fujikuroi, ≥98% (TLC), Dopamine β-hydroxylase inhibitor, powder

Synonym(s):

5-Butylpicolinic acid, 5-Butylpyridine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H13NO2
CAS Number:
536-69-6
Molecular Weight:
179.22
NACRES:
NA.77
PubChem Substance ID:
24278183
UNSPSC Code:
12352106
EC Number:
208-643-0
MDL number:
MFCD00006298
Beilstein/REAXYS Number:
125804

Key Documents

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Product Name

Fusaric acid, from Gibberella fujikuroi

SMILES string

CCCCc1ccc(nc1)C(O)=O

InChI key

DGMPVYSXXIOGJY-UHFFFAOYSA-N

InChI

1S/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13)

biological source

Gibberella fujikuroi

assay

≥98% (TLC)

form

powder

mp

95-97  °C

solubility

ethanol: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

antibiotic activity spectrum

Gram-positive bacteria

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Gene Information

human ... DBH(1621)

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Related Categories

General description

Chemical structure: pyridine

Biochem/physiol Actions

Dopamine β-hydroxylase inhibitor.

Features and Benefits

This compound is featured on the Dopamine, Norepinephrine and Epinephrine Synthesis page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000440663
0000440663
0000406503
0000406503
0000331036

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Geneviève Girard et al.
Microbiology (Reading, England), 157(Pt 2), 398-407 (2010-10-30)
The triggering of antibiotic production by various environmental stress molecules can be interpreted as bacteria's response to obtain increased fitness to putative danger, whereas the opposite situation - inhibition of antibiotic production - is more complicated to understand. Phenazines enable
Daren W Brown et al.
Fungal genetics and biology : FG & B, 49(7), 521-532 (2012-06-02)
The genus Fusarium is of concern to agricultural production and food/feed safety because of its ability to cause crop disease and to produce mycotoxins. Understanding the genetic basis for production of mycotoxins and other secondary metabolites (SMs) has the potential
Brahim Bouizgarne et al.
Molecular plant-microbe interactions : MPMI, 19(5), 550-556 (2006-05-06)
Fusarium spp. are ubiquitous fungi found in soil worldwide as both pathogenic and nonpathogenic strains. The signals leading to disease or the absence of disease are poorly understood. We recently showed that fusaric acid (FA), a nonspecific toxin produced by
H Wang et al.
Life sciences, 65(9), 849-856 (1999-08-28)
This review article aims at summarizing research findings on the various pharmacological activities of fusaric acid (5-butylpicolinic acid), a mycotoxin produced by several Fusarium species which commonly infect cereal grains and other agricultural commodities. The actions of the toxin on
A Moretti et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 27(5), 718-728 (2010-03-31)
In a survey carried out on 87 rotted fig fruits samples collected in the Apulia region of Italy, the authors isolated 126 Fusarium strains identified as F. ramigenum (69 strains), F. solani (49), F. proliferatum (five) and three not identified.
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