CAS 19721-56-3

picromycin

Description:

Picromycin is a macrolide antibiotic that is produced by the fermentation of certain strains of Streptomyces bacteria. It is characterized by its complex molecular structure, which includes a large lactone ring and multiple functional groups that contribute to its biological activity. Picromycin exhibits antibacterial properties, particularly against Gram-positive bacteria, and is known for its ability to inhibit protein synthesis by binding to the 50S ribosomal subunit. This mechanism of action makes it effective in treating various bacterial infections. The compound is typically administered in a clinical setting, although its use may be limited due to the development of antibiotic resistance. In terms of physical properties, picromycin is generally a white to off-white solid, and it is soluble in organic solvents but has limited solubility in water. Its stability and efficacy can be influenced by factors such as pH and temperature, which are important considerations in both laboratory and clinical applications. Overall, picromycin represents a significant class of antibiotics with a unique mode of action and potential therapeutic applications.

Formula: C₂₈H₄₇NO₈

InChI: InChI=1S/C28H47NO8/c1-10-22-28(7,34)12-11-21(30)15(2)13-16(3)25(18(5)23(31)19(6)26(33)36-22)37-27-24(32)20(29(8)9)14-17(4)35-27/h11-12,15-20,22,24-25,27,32,34H,10,13-14H2,1-9H3/b12-11+/t15-,16+,17-,18+,19-,20+,22-,24-,25+,27+,28+/m1/s1

InChI key: InChIKey=UZQBOFAUUTZOQE-VSLWXVDYSA-N

SMILES: O([C@@H]1[C@@H](C)C(=O)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)\C=C\C(=O)[C@H](C)C[C@@H]1C)[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2

Synonyms:

• (11Z)-14-ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)hexopyranoside
• (3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-<span class="text-smallcaps">D</span>-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione
• (3R,5R,6S,7S,9R,11E,13S,14R)-14-ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-2,4,10-trioxooxacyclotetradec-11-en-6-yl 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranoside
• Albomycetin
• Amaromycin
• Antibiotic B 62169A
• 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-<span class="text-smallcaps">D</span>-xylo-hexopyranosyl]oxy]-, (3R,5R,6S,7S,9R,11E,13S,14R)-
• Oxacyclotetradecane, picromycin deriv.
• Pikromycin
• [3R-(3R*,5R*,6S*,7S*,9R*,11E,13S*,14R*)]-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-<span class="text-smallcaps">D</span>-xylo-hexopyranosyl]oxy]oxacyclotetradec-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)-
• (3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione
• Picromycin

Picromycin

CAS: 19721-56-3

Picromycin is a macrolide antibiotic and PREP inhibitor effective against gram-positive bacteria, including mycobacteria.

Formula: C₂₈H₄₇NO₈

Purity: 98%

Color and Shape: Solid

Molecular weight: 525.67

Ref: TM-T25955

Pikromycin

CAS: 19721-56-3

Formula: C₂₈H₄₇NO₈

Purity: (HPLC) ≥ 95.0%

Color and Shape: White crystalline solid

Molecular weight: 525.7

Ref: 7W-GL7360

Pikromycin

CAS: 19721-56-3

Pikromycin is an antibiotic, which is derived from the bacterium *Streptomyces venezuelae*. It functions by specifically binding to the 50S ribosomal subunit, thereby inhibiting bacterial protein synthesis. This action effectively blocks peptide chain elongation, leading to the cessation of bacterial growth and proliferation. Pikromycin serves as an important model compound in antibiotic research, particularly in the study of macrolides and polyketides, due to its unique structure and biosynthetic pathway.

Formula: C₂₈H₄₇NO₈

Purity: Min. 95%

Molecular weight: 525.7 g/mol

Ref: 3D-UAA72156