Pimaricin

SIGMA/P9703 - from Streptomyces chattanoogensis, ≥95% (HPLC)

Synonym: Natamycin

CAS Number: 7681-93-8
Empirical Formula (Hill Notation): C₃₃H₄₇NO₁₃
Molecular Weight: 665.73
EC Number: 231-683-5
MDL Number: MFCD00135085
Linear Formula: C₃₃H₄₇NO₁₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-P9703-25MG	25 mg	$422.00 1/EA	Add To Favorites
45-P9703-50MG	50 mg	$763.00 1/EA	Add To Favorites
45-P9703-100MG	100 mg	$1480.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P9703-100MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
application(s)	agriculture environmental
assay	≥95% (HPLC)
biological source	Streptomyces chattanoogensis
form	lyophilized powder
	powder
InChI	1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1
InChI key	NCXMLFZGDNKEPB-FFPOYIOWSA-N
mode of action	cell membrane \| interferes
Quality Level	300
SMILES string	C[C@@H]1CC=CC=CC=CC=C[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3C=CC(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O
solubility	0.1% formic acid in methanol: soluble 1 mg/mL
storage temp.	2-8°C

Application:	Pimaricin is an amphoteric antibiotic from Streptomyces chattanoogensis. It is used for a variety of fungal infections, mainly topically. It is used as an ergosterol and cholesterol binding agent to study lipid bilayer dynamics, especially in fungal cells. Pimaricin is used as a fungicide in agar media. It is used to study the pleitropic regulator AdpAch and the gamma-butyrolactone regulatory system of Streptomyces chattanoogensis.
Biochem/physiol Actions:	An antifungal polyene macrolide that binds specifically to ergosterol and blocks fungal growth. However, unlike nysatin and filipin, pimaricin does not change the permeability of the plasma membrane
General description:	Chemical structure: macrolide
Other Notes:	Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: 2 - 8 °C. Light sensitive.
Packaging:	25 mg in poly bottle
Packaging:	50, 100 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥95% (HPLC)
Storage Temp.	2-8°C
UNSPSC	51102829

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