VALINOMYCIN

Synonyms. Valinomycin; 12,24,36-trimetyl-3,6,9,15,18,21,27,30,33-Nonakis(1-methylethyl)-1, 7,13,19,25, 31-hexaoxa-4,10,16,22,28,34-hexaazacyclohexatriacontane-2 ,5,8,11,14,17,20,23,26,29,32, 35-dodecone; Cyclic(D-alpha-hydroxyisovaleryl-D-valyl-L- lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D- valyl-L- lactoyl-L-valyl- D-alpha-hydroxyisovaleryl-D-valyl-L- lactoyl-L-valyl); Valinomicin; Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3 (HyIva = akoha-Hydroxyisovaleric acid, Lac = Lactic acid);

VALINOMYCIN

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

2001-95-8

EINECS RN

217-896-6

FORMULA

C54H90N6O18

MOLE WEIGHT

1111.32

H.S CODE

2941.90.1010

SMILES

C1([C@@H](OC([C@@H](NC([C@@H](OC([C@@H](NC([C@@H] (OC([C @@H](NC(=O)[C@@H](OC([C@@H](NC([C@@H](OC([C@@H] (NC([C@@ H]( OC([C@@H](N1)C(C)C)=O)C)= O)C(C)C)=O)C(C)C)=O)C(C)C)=O) C)C(C)C)= O)C(C)C)=O)C (C)C)=O)C)=O)C(C)C)= O)C(C)C)=O;

CLASSIFICATION

Antibacterial, Anti-Infective, Ionophore, Cyclic peptide, Depsipeptide

EXTRA NOTES

A cyclododecadepsipeptide ionophore antibiotic produced by Streptomyces fulvissimus and related to the enniatins. It is composed of 3 moles each of L-valine, D-alpha-hydroxyisovaleric acid, D-valine, and L-lactic acid linked alternately to form a 36-membered ring. (From Merck Index, 11th ed) Valinomycin is a potassium selective ionophore and is commonly used as a tool in biochemical studies [MeSH]
Other RN: 134-16-7, 11005-80-4, 32398-05-3

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

187 ~ 190 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Insoluble

SOLVENT SOLUBILITY

 

VAPOR DENSITY

 

log P(octanol-water)

4.49

VAPOR PRESSURE

 

AUTOIGNITION TEMP

 
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 4, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - Valinomycin

Wikipedia Linking - Valinomycin

Google Scholar Search - Valinomycin

U.S. National Library of Medicine - Valinomycin

PubChem Compound Summary - Valinomycin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Valinomycin

http://www.ebi.ac.uk/chebi/ -  Valinomycin

http://www.ncbi.nlm.nih.gov/ -  Valinomycin

Hazardous Substances Data Bank - Valinomycin

EPA - Substance Registry Services - Valinomycin

http://www.sigmaaldrich.com/
Biochem/physiol Actions:K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction.

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

95% min

MELTING POINT

180 ~ 185 C

OPTICAL ROTATION

+30° ~ +32° (c=1.6, Benzene)

WATER

0.5% max

HEAVY METALS

10ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

2811

HAZARD CLASS

6.1

PACKING GROUP I

 

SAFETY INFORMATION

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Acute toxicity (Oral), Acute toxicity (Dermal). Hazard statements: Fatal if swallowed or in contact with skin. Potential Health Effects: Eyes - May cause eye irritation. Skin - May be fatal if absorbed through skin. May cause skin irritation. Ingestion - May be fatal if swallowed. Inhalation - May be harmful if inhaled. May cause respiratory tract irritation.

SIGNAL WORD Danger

PICTOGRAMS

PICTOGRAM_GHS06_skull.jpg

HAZARD STATEMENTS

H300+H310

P STATEMENTS

P264-P280-P301 + P310-P302 + P350-P310

EC DIRECTIVES

 

HAZARD CODES

CODE_T_T+_toxic_very_toxic.gif

RISK PHRASES

27/28

SAFETY PHRASES

28-36/37-45

 

PACKING

Preserved in light-resistant and well-closed bottles