Staphcoccomycin

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Staphcoccomycin
Category Antibiotics
Catalog number BBF-03059
CAS 73047-31-1
Molecular Weight 771.93
Molecular Formula C39H65NO14
Purity >98%

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Description

Staphcoccomycin is a macrolide antibiotic produced by Str. sp AS-NG-16. Activity against gram-positive bacteria.

Specification

Synonyms Desmycarosyl-angolamycin
Storage Store at -20°C
IUPAC Name 2-[(14E)-9-[4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2-[(5-hydroxy-3,4-dimethoxy-6-methyloxan-2-yl)oxymethyl]-8,12,16-trimethyl-5,13-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-14-en-10-yl]acetaldehyde
Canonical SMILES CCC1C(C2C(O2)(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC3CC(C(C(O3)C)O)N(C)C)CC=O)C)C)COC4C(C(C(C(O4)C)O)OC)OC
InChI InChI=1S/C39H65NO14/c1-11-29-25(19-49-38-36(48-10)35(47-9)33(46)23(5)51-38)37-39(6,54-37)14-12-27(42)20(2)16-24(13-15-41)34(21(3)28(43)18-30(44)52-29)53-31-17-26(40(7)8)32(45)22(4)50-31/h12,14-15,20-26,28-29,31-38,43,45-46H,11,13,16-19H2,1-10H3/b14-12+
InChI Key LKWYVXHWASIBBX-WYMLVPIESA-N

Properties

Appearance Light Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 873.6±65.0°C at 760 mmHg
Melting Point 117-119°C
Density 1.2±0.1 g/cm3
Solubility Soluble in DMSO

Reference Reading

1. Staphcoccomycin, a new basic macrolide antibiotic
I R Shimi, S Shoukry, F T Ali J Antibiot (Tokyo). 1979 Dec;32(12):1248-55. doi: 10.7164/antibiotics.32.1248.
Staphcoccomycin (SCM) is a new member of the basic macrolide family of antibiotics which was isolated from the fermentation broth of Streptomyces sp. AS-NG 16. The production, purification and determination of physical and chemical properties of this novel metabolite have been completed. Comparison of the mass fragmentation patterns of SCM and its peracetate with those of angolamycin peracetate suggested a des-mycarosyl derivative of angolamycin. Moreover, the molecular ion peak (m/e 771) corresponded to C39H65NO14 and the 1H-NMR of SCM was also consistent with the proposed structure.

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