Pimaricin

SKU
P-1637
  • CAS:7681-93-8
  • Formula:C33H47NO13
  • MW:665.733
  • Appearance:light yellow solid
  • Purity:>95% by HPLC

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Product Name Qty
Pimaricin, Streptomyces sp.
50 mg
$76.50
Pimaricin, Streptomyces sp.
100 mg
$127.50

Pimaricin is a macrocyclic tetraene originally isolated from Streptomyces natalensis in 1957. Pimaricin exhibits broad spectrum antifungal activity against yeast and filamentous fungi by binding specifically to ergoesterol to block fungal growth. Unlike the related polyenes, nystatin and filipin, pimaricin does not change the permeability of the plasma membrane. Pimaricin is used in the food industry for surface treatment of cheeses as mold inhibitor.

More Information
Alternate Name/Synonyms
Natamycin, Antibiotic A 5283, Delvolan, Delvocid, Delvopos, Mychophyt, Myprozine, Natacyn, Natafucin, Pimafucin, Pimafugin, Synogil, Tennecetin, Tymasil, A5263, CL 12625, E23
SKU
P-1637
CAS #
7681-93-8
Chemical Name
(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-(((3S,4S,5S,6R)-4-AMINO-3,5-DIHYDROXY-6-METHYLTETRAHYDRO-2H-PYRAN-2-YL)OXY)-1,3,26-TRIHYDROXY-12-METHYL-10-OXO-6,11,28-TRIOXATRICYCLO[22.3.1.0(5,7)]OCTACOSA-8,14,16,18,20-PENTAENE-25-CARBOXYLIC ACID
Chemical Formula
C33H47NO13
Molecular Weight
665.733
Appearance
light yellow solid
Purity
>95% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Melting Point
280 °C
Storage Temp
-20°C
THERAPEUTIC AREA
Infectious Diseases
USE
An antifungal polyene macrolide is used to treat fungal infections
MDL NUMBER
MFCD00135085
CHEMACX
X1005609-4
INCHI
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
SMILES
C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
RTECS
TK3325000
Certificate of Analysis 1
GHS PICTOGRAMS
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