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Merck
CN

SML3676

Sigma-Aldrich

Midecamycin

≥90% (HPLC)

Synonym(s):

Antibiotic SF 837, SF-837

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About This Item

Empirical Formula (Hill Notation):
C41H67NO15
CAS Number:
Molecular Weight:
813.97
UNSPSC Code:
51284704
NACRES:
NA.21
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Quality Level

Assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=CC[C@H]1C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@@H](C)OC(C[C@@H](OC(CC)=O)[C@@H]([C@H]1O[C@@H]2[C@@H](O)[C@H](N(C)C)[C@@H](O[C@@H]3C[C@]([C@@H](OC(CC)=O)[C@@H](C)O3)(C)O)[C@H](C)O2)OC)=O

InChI

1S/C41H67NO15/c1-11-30(45)54-29-21-32(47)51-24(4)16-14-13-15-17-28(44)23(3)20-27(18-19-43)37(38(29)50-10)57-40-35(48)34(42(8)9)36(25(5)53-40)56-33-22-41(7,49)39(26(6)52-33)55-31(46)12-2/h13-15,17,19,23-29,33-40,44,48-49H,11-12,16,18,20-22H2,1-10H3/b14-13+

InChI key

DMUAPQTXSSNEDD-NOGTZZMTSA-N

Biochem/physiol Actions

Midecamycin is an orally available, broad spectrum macrolide antibiotic produced by Streptomyces mycarofaciens that targets bacterial the 50S ribosomal subunit.
Orally available, broad spectrum macrolide antibiotic

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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T Yoshida et al.
The Japanese journal of antibiotics, 35(6), 1462-1474 (1982-06-01)
In vitro midecamycin acetate was shown to have broad spectrum of antibacterial activities similar to those of other macrolides (midecamycin, josamycin, 9-propionyl josamycin and 2'-ethylsuccinyl erythromycin), which include Gram-positive organisms, a part of Gram-negative organisms and anaerobes. Metabolites of midecamycin
[Splenic contraction in patients with various disorders].
A Iio et al.
Kaku igaku. The Japanese journal of nuclear medicine, 23(3), 259-266 (1986-03-01)
Reut Fallek et al.
The Journal of organic chemistry, 87(15), 9688-9698 (2022-07-09)
Seeking to improve the site selectivity of acylation of amphiphilic diols, which is induced by imidazole-based nucleophilic catalysts and directs the reaction toward apolar sites, as we recently reported, we examined a new improved catalytic design and an alteration of

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