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Pimaricin

$96

  • Brand : BIOFRON

  • Catalogue Number : BN-O1817

  • Specification : 98%(HPLC)

  • CAS number : 7681-93-8

  • Formula : C33H47NO13

  • Molecular Weight : 665.73

  • PUBCHEM ID : 5284447

  • Volume : 20mg

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Quantity
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Catalogue Number

BN-O1817

Analysis Method

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

665.73

Appearance

Powder

Botanical Source

Structure Type

Category

SMILES

CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC3C(O3)C=CC(=O)O1)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O

Synonyms

Natamycin/Synogil/Pimaricin/PIMAFUCIN/myprozine/delvocid/antibiotic A 5283/mycophyt/delvopos/(8E,14E,16E,18E,20E)-(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22-(3-amino-3,6-dideoxy-β-D-mannopyranosyloxy)-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid/natacyn/delvolan/cl12,625/(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-amino-3,6-dideoxy-β-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

IUPAC Name

Applications

Density

1.4±0.1 g/cm3

Solubility

Flash Point

529.7±34.3 °C

Boiling Point

952.2±65.0 °C at 760 mmHg

Melting Point

2000ºC

InChl

InChI=1S/C28H35NO2/c1-15-13-21-24(19-7-5-6-8-20(19)29-21)25-18(15)11-12-28-22(30)10-9-17(3)27(28,4)23(31)14-16(2)26(25)28/h5-8,13,16-17,22-23,26,29-31H,9-12,14H2,1-4H3/t16-,17-,22+,23-,26+,27-,28+/m1/s1

InChl Key

NCXMLFZGDNKEPB-FFPOYIOWSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:7681-93-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

6967735

Abstract

1. The effect of pimaricin, etruscomycin and amphotericin B on the K+ release from liposomes is strongly dependent on their sterol concentration. Pimaricin and etruscomycin induce K+ release from egg lecithin liposomes with cholesterol contents of more than 25 and 10 mol%, respectively, at polyene concentrations of 100 and 10 microgram/ml, respectively. Amphotericin B shows a maximal effect at a cholesterol content of 20 mol% at a concentration of 0.4 microgram/ml. 2. For liposomes containing ergosterol the sensitivity is shifted to a lower sterol content. All three polyenes show activity at 10 mol% ergosterol. The sensitivity for amphothericin B is increased approx. 15 times by the incorporation of ergosterol compared to cholesterol. The increase in sensitivity is much less for pimaricin and etruscomycin. The K+ release is maximal at an ergosterol concentration of 30 mol%. 3. Pimaricin, etruscomycin and amphotericin B can induce K+ release from erythrocytes without the release of haemoglobin at concentrations of 20, 2 and 1 microgram/ml, respectively. For these polyenes a selective permeability change is also demonstrated for liposomes since K+ is released but no [14C]dextran. Filipin shows a nonselective release of solutes from erythrocytes and liposomes. 4. At cholesterol concentrations higher than 20 mol% and ergosterol concentrations higher than 10 mol%, etruscomycin, pimaricin and amphotericin B show little dependence of the bilayer thickness and are able to release K+ from didocosenoyl phosphatidylcholine liposomes after addition of the polyene to one side of the membrane. A possible mechanism is discussed.

Title

The action of pimaricin, etruscomycin and amphotericin B on liposomes with varying sterol content.

Author

Teerlink T, de Kruijff B, Demel RA.

Publish date

1980 Jul

PMID

786132

Abstract

Pigmented rabbits weighing 3 to 6 lbs were given bilateral intraocular injections of 250 to 1,000 mug pimaricin. Following their injection, blood, aqueous and vitreous levels were determined at various time intervals during the first 24 hours and at 24 hour intervals thereafter for one week. In subsequent studies, pigmented rabbits were given bilateral intraocular injections of 5,000 spores of A. fumigatus and 30 hours later received intraocular injections of 250 to 1,000 mug pimaricin. These studies show that 250 mug of intraocular pimaricin is well tolerated in the infected and normal animal eye with therapeutic ocular levels maintained for over 24 hours. Drug levels above 250 mug, although relatively notoxic in the normal eye resulted in irreversible damage to ocular structures in the infected eye that could not be resolved. Thus in the case of fungal endophthalmitis involving the anterior segment which will lead to the ultimate loss of the eye, an injection of 250 mug of pimaricin might preserve useful vision.

Title

Intraocular effects of pimaricin.

Author

Ellison AC, Newmark E.

Publish date

1976 Aug

PMID

5298287

Abstract

Exposure of washed cells of Saccharomyces cerevisiae C-299 to inhibitory concentrations of pimaricin decreased resistance to lethal temperatures and to freezing and thawing. Varying the pH of the recovery medium had little effect on the decrease in heat resistance, but addition of peptone or yeast extract resulted in a partial recovery of apparent heat resistance. Addition of peptone or calcium ion to the heating menstruum did not affect the reduction in resistance caused by pimaricin. Varying the composition of the recovery medium similarly affected the resistance to freezing the thawing of pimaricin-exposed and unexposed cells. Sensitivity to ultraviolet light was apparently not affected by pimaricin either by preliminary exposure or when irradiated in the presence of pimaricin. It is suggested that pimaricin lowers the heat resistance of S. cerevisiae by depleting essential nutrients of the cells through a disruption of permeability, and that heat-damaged cells cannot resynthesize these nutrients. It is also suggested that spoilage of acid foods by S. cerevisiae may be retarded by a combination of mild heat treatment and the addition of pimaricin.

Title

Effect of pimaricin on the resistance of Saccharomyces cerevisiae to heat, freezing, and ultraviolet irradiation.

Author

York GK.

Publish date

1966 May