A 54556A

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A 54556A
Category Antibiotics
Catalog number BBF-04205
CAS 95398-45-1
Molecular Weight 718.84
Molecular Formula C38H50N6O8
Purity >95% by HPLC

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Description

A 54556A is an unusual depsipeptide antibiotic produced by the strain of streptomyces hawaiiensis. It can inhibit the growth of 786-O, 769-P and ACHN renal carcinoma cells in MTT assay. A 54556A may be a potential chemotherapeutic agent for treatment of renal carcinoma. It has potent activity against gram-positive and gram-negative bacteria, including MRSA.

Specification

Synonyms Antibiotic A 54556A; A 54556 factor A; ADEP 1; Acyldepsipeptide 1; Acyldepsipeptide A; N-[[(2E,4E,6E)-1-Oxo-2,4,6-octatrienyl]-L-Phe-]cyclo[L-Ser*-L-Pro-N-methyl-L-Ala-L-Ala-4beta-methyl-L-Pro-]
Storage Store at 2-8°C
IUPAC Name (2E,4E,6E)-N-[(2S)-1-oxo-3-phenyl-1-[[(3S,7S,9R,13S,16S,19S)-9,13,16,17-tetramethyl-2,6,12,15,18-pentaoxo-5-oxa-1,11,14,17-tetrazatricyclo[17.3.0.07,11]docosan-3-yl]amino]propan-2-yl]octa-2,4,6-trienamide
Canonical SMILES CC=CC=CC=CC(=O)NC(CC1=CC=CC=C1)C(=O)NC2COC(=O)C3CC(CN3C(=O)C(NC(=O)C(N(C(=O)C4CCCN4C2=O)C)C)C)C
InChI InChI=1S/C38H50N6O8/c1-6-7-8-9-13-18-32(45)40-28(21-27-15-11-10-12-16-27)34(47)41-29-23-52-38(51)31-20-24(2)22-44(31)35(48)25(3)39-33(46)26(4)42(5)37(50)30-17-14-19-43(30)36(29)49/h6-13,15-16,18,24-26,28-31H,14,17,19-23H2,1-5H3,(H,39,46)(H,40,45)(H,41,47)/b7-6+,9-8+,18-13+/t24-,25+,26+,28+,29+,30+,31+/m1/s1
InChI Key ZGRSXMWWGUOTAO-VIEJTCJKSA-N
Source Streptomyces sp.

Properties

Appearance Pale Yellow to Light Brown Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 1086.9±65.0°C at 760 mmHg
Melting Point >180°C (dec.)
Density 1.3±0.1 g/cm3
Solubility Slightly soluble in Chloroform, DMSO, Methanol

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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