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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

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.

General description

Chemical structure: pyridine

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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Robert D Stipanovic et al.
Journal of agricultural and food chemistry, 59(10), 5351-5356 (2011-04-19)
Fusarium oxysporum is a fungal pathogen that attacks many important plants. Uniquely pathogenic strains of F. oxysporum f. sp. vasinfectum were inadvertently imported into the United States on live cottonseed for dairy cattle feed. These strains produce exceptionally high concentrations
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.
Dasen Xie et al.
Plant cell reports, 30(8), 1555-1569 (2011-04-21)
Hydroxyproline-rich glycoproteins (HRGPs) play a defensive role in host-pathogen interactions. However, specific roles of individual HRGPs in plant defense against pathogen are poorly understood. Changes in extracellular distribution and abundance of individual cell wall HRGPs were investigated on root sections
Rouh-Mei Hu et al.
PloS one, 7(12), e51053-e51053 (2012-12-14)
Fusaric acid (5-butylpicolinic acid), a mycotoxin, is noxious to some microorganisms. Stenotrophomonas maltophilia displays an intrinsic resistance to fusaric acid. This study aims to elucidate the mechanism responsible for the intrinsic fusaric acid resistance in S. maltophilia. A putative fusaric
T Malovrh et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(10), 2907-2912 (2010-07-27)
Two groups of pregnant primiparous sows (day 89 ± 2 of gestation) were 54 days (± 1 day) fed either with an experimental diet (5.08 mg kg(-1) deoxynivalenol--DON, 0.09 mg kg(-1) zearalenone and 21.61 mg kg(-1) fusaric acid) or control
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