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Phenelfamycin F

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Category Antibiotics
Catalog number BBF-02395
CAS 114451-30-8
Molecular Weight 1226.44
Molecular Formula C65H95NO21
Purity >95%

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

It is produced by the strain of Str. violaceoniger AB 9991-80, Str. violaceoniger AB 1047T-33. It has effect against anaerobic bacteria.

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Synonyms Ganefromycin-β; Antibiotic LL-E 19020b; Ganefromycin b; LL-E 19020b; Benzeneacetic acid, 2-[2-[[7-[5-(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-a-L-lyxo-hexopyranosyl-(1,4)-O-2,6-dideoxy-3-O-methyl-b-L-ribo-hexopyranosyl-(1,4)-2,6-dideoxy-3-O-methyl-a-L-lyxo-hexopyranosyl]oxy]methyl]-2-oxoethyl]tetrahydro-2,3-dihydroxy-5,5-dimethyl-6-(1,3-pentadienyl)-2H-pyran-4-yl ester
IUPAC Name (2E,4E,6E)-7-[(2S,3S,5R)-5-[(2S,3S,4E,6E)-8-[[(2S)-2-[(2R,3R,4R,6S)-2,3-dihydroxy-5,5-dimethyl-6-[(1E,3Z)-penta-1,3-dienyl]-4-(2-phenylacetyl)oxyoxan-2-yl]-3-[(2R,4S,5R,6S)-5-[(2R,4R,5S,6S)-5-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxypropanoyl]amino]-3-methoxy-4-methylocta-4,6-dien-2-yl]-3-hydroxyoxolan-2-yl]hepta-2,4,6-trienoic acid
Canonical SMILES CC=CC=CC1C(C(C(C(O1)(C(COC2CC(C(C(O2)C)OC3CC(C(C(O3)C)OC4CC(C(C(O4)C)O)OC)OC)OC)C(=O)NCC=CC=C(C)C(C(C)C5CC(C(O5)C=CC=CC=CC(=O)O)O)OC)O)O)OC(=O)CC6=CC=CC=C6)(C)C
InChI InChI=1S/C65H95NO21/c1-13-14-18-29-51-64(7,8)62(84-53(70)32-43-26-19-17-20-27-43)61(72)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 LNHMLFJFDISYQH-YXDAFIJTSA-N
Appearance Light Brown Oily Matter
Boiling Point 1152.9±65.0°C (Predicted)
Melting Point 121°C
Density 1.26±0.1 g/cm3 (Predicted)
Solubility Soluble in Methanol
1. Phenelfamycins, a novel complex of elfamycin-type antibiotics. III. Activity in vitro and in a hamster colitis model
R N Swanson, D J Hardy, N L Shipkowitz, C W Hanson, N R Ramer, L J Coen, P B Fernandes J Antibiot (Tokyo). 1989 Jan;42(1):94-101. doi: 10.7164/antibiotics.42.94.
Phenelfamycins A, B, C, E, F and unphenelfamycin make up a recently isolated group of elfamycin-type antibiotics. All of the phenelfamycins were active against Gram-positive anaerobes, including Clostridium difficile. Phenelfamycin A was also active in vitro against Neisseria gonorrhoeae and Streptococci. Phenelfamycin A was found to be effective in prolonging the survival of hamsters in an animal model of C. difficile enterocolitis. After oral administration of phenelfamycin A to hamsters, antibiotic was detected in the caecal contents but not in the blood.
2. LL-E19020 alpha and beta, animal growth promoting antibiotics: taxonomy, fermentation and biological activity
W M Maiese, M P Lechevalier, H A Lechevalier, J Korshalla, J Goodman, M J Wildey, N Kuck, S D Conner, M Greenstein J Antibiot (Tokyo). 1989 Oct;42(10):1489-93. doi: 10.7164/antibiotics.42.1489.
Antibacterial antibiotics LL-E19020 alpha and beta were isolated from the fermentation broth of an actinomycete strain. Based on cultural and physiological characteristics, culture LL-E19020 was identified as a new subspecies of Streptomyces lydicus. The LL-E19020 alpha and beta antibiotics were found to possess a very narrow antibacterial spectrum against human pathogens. In studies in chickens, LL-E19020 alpha demonstrated excellent growth promoting activity.

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