An antibiotic
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Phenelfamycin E

Item No. 28168

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
benzeneacetic acid, (2R,3R,4R,6S)-2-[(1S)-2-[[(2E,4E,6S,7S)-7-[(2R,4S,5S)-5-[(1E,3E,5E)-6-carboxy-1,3,5-hexatrienyl]tetrahydro-4-hydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadienyl]amino]-1-[[[O-2,6-dideoxy-3-O-methyl-α-L-lyxo-hexopyranosyl-(1→4)-(O-2,6-dideoxy-3-O-methyl-β-L-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-methyl-α-L-lyxo-hexopyranosyl]oxy]methyl]-2-oxoethyl]tetrahydro-2,4-dihydroxy-5,5-dimethyl-6-[(1E,3Z)-1,3-pentadienyl]-2H-pyran-3-yl ester
CAS Number
114451-31-9
Synonyms
  • Ganefromycin α
Molecular Formula
C65H95NO21
Formula Weight
1226.4
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
C[C@@H]([C@@]1([H])C[C@H](O)[C@H](/C=C/C=C/C=C/C(O)=O)O1)[C@H](OC)/C(C)=C/C=C/CNC([C@@]([C@]2(O)[C@H](OC(CC3=CC=CC=C3)=O)[C@H](O)C(C)(C)[C@H](/C=C/C=C\C)O2)([H])CO[C@H]4C[C@H](OC)[C@H](O[C@@]5([H])O[C@@H](C)[C@H](O[C@@]6([H])C[C@H](OC)[C@H](O)[C@H](C)O6)[C@H](OC)C5)[C@H](C)O4)=O
InChi Code
InChI=1S/C65H95NO21/c1-13-14-18-29-51-64(7,8)61(72)62(84-53(70)32-43-26-19-17-20-27-43)65(74,87-51)44(63(73)66-31-24-23-25-38(2)58(78-12)39(3)47-33-45(67)46(83-47)28-21-15-16-22-30-52(68)69)37-79-54-35-49(76-10)59(41(5)81-54)86-56-36-50(77-11)60(42(6)82-56)85-55-34-48(75-9)57(71)40(4)80-55/h13-30,39-42,44-51,54-62,67,71-72,74H,31-37H2,1-12H3,(H,66,73)(H,68,69)/b14-13-,16-15+,24-23+,28-21+,29-18+,30-22+,38-25+/t39-,40-,41-,42-,44+,45-,46-,47+,48-,49-,50+,51-,54+,55-,56+,57+,58+,59+,60-,61-,62+,65+/m0/s1
InChi Key
UDVVGDCMWCVRCO-WOPDTIQPSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Phenelfamycin E is an antibiotic originally isolated from Streptomyces.1 It is active against β-hemolytic Streptoccus, S. pneumoniae, C. difficile, C. perfringens, and P. magnus Gram-positive bacteria (MICs = 0.12-1, 0.25-2, 4, 16, and 0.12 μg/ml, respectively) but not a panel of seven Gram-negative bacteria (MICs = >128 μg/ml).2 Phenelfamycin E (4-64 mg/kg) increases survival in a mouse model of lethal S. pyogenes infection in a dose-dependent manner. Dietary administration of phenelfamycin E increases body weight in chickens.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hochlowski, J.E., Buytendorp, M.H., Whittern, D.N., et al. Phenelfamycins, a novel complex of elfamycin-type antibiotics. II. Isolation and structure determination. J. Antibiot. (Tokyo) 41(10), 1300-1305 (1988).

    2. Maiese, W.M., Lechevalier, M.P., Lechevalier, H.A., et al. LL-E19020 α and β, animal growth promoting antibiotics: taxonomy, fermentation and biological activity. J. Antibiot. (Tokyo) 42(10), 1489-1493 (1989).