| Identification | Back Directory | [Name]
picromycin | [CAS]
19721-56-3 | [Synonyms]
picromycin
Amaromycin
Pikromycin
Albomycetin
Antibiotic B 62169A
(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3-(dimethylamino)-3,4,6-trideoxy-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradeca-11-ene-2,4,10-trione
Oxacyclotetradec-11-ene-2,4,10-trione, 14-ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (3R,5R,6S,7S,9R,11E,13S,14R)- | [Molecular Formula]
C28H47NO8 | [MOL File]
19721-56-3.mol | [Molecular Weight]
525.68 |
| Chemical Properties | Back Directory | [Melting point ]
169.5℃ | [alpha ]
D24 +8.2° (c = 3.5 in ethanol); D20 -33.5° (c = 2.07 in chloroform); D24 -50.2° (c = 6.3 in chloroform) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: soluble | [Boiling point ]
688.1±55.0 °C(Predicted) | [density ]
1.14±0.1 g/cm3(Predicted) | [form ]
A crystalline solid | [pka]
11.15±0.70(Predicted) | [color ]
White crystalline |
| Hazard Information | Back Directory | [Uses]
Pikromycin is an inhibitor of Prolyl endopeptidase. | [Definition]
ChEBI: A macrolide antibiotic that is biosynthesised by Streptomyces venezuelae. | [Enzyme inhibitor]
This polyketide (FW = 525.68 g/mol; CAS 19721-56-3; bitter-tasting solid; low water solubility; soluble in benzene and acetone) from Actinomyces spp., and originally spelled pikromycin, was the first identified macrolide antibiotic. Picromycin is most likely produced as the inactive diglucoside and liberated extracellularly as the active antibiotic through the action of a b-glucosidase. | [storage]
+4°C |
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