Description
Framycetin, also known as Neomycin B, is a broad-spectrum aminoglycoside antibiotic derived from Streptomyces decaris. It is highly effective against Gram-negative and some Gram-positive bacteria, making it a critical tool in microbiological research and clinical applications. With the molecular formula C23H46N6O13, Framycetin exhibits potent bactericidal activity by binding to the 30S ribosomal subunit, inhibiting protein synthesis. This product is supplied as a high-purity sulfate salt (CAS: 1404-04-2), ensuring consistency for laboratory and pharmaceutical use. Ideal for selective media preparation, antimicrobial assays, and topical formulations, Framycetin is a staple in research laboratories and pharmaceutical development.
Properties
- CAS Number: 1404-04-2
- Complexity: 872
- IUPAC Name: (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
- InChI: InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
- InChI Key: PGBHMTALBVVCIT-VCIWKGPPSA-N
- Exact Mass: 614.31228554
- Molecular Formula: C23H46N6O13
- Molecular Weight: 614.6
- SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N
- Topological: 353
- Monoisotopic Mass: 614.31228554
- Physical Description: Liquid
- Melting Point: 6 °C
- Solubility: 6.47e+01 g/L
- Synonyms: Framycetin, neomycin, NEOMYCIN B, 119-04-0, Fradiomycin, Mycifradin, Soframycin, NEOMYCIN SULFATE, Enterfram, Framygen, Actilin, Fradiomycin B, Framicetina, Framycetine, Neomas, Fradiomycinum, Framycetinum, 1404-04-2, Neomycin B sulfate, Caswell No. 595, Nivemycin, Antibiotic 10676, Neobrettin, USAF CB-19, CCRIS 5462, Framidal, Framycin, Francetin, Dekamycin iii, HSDB 3242, Soframycine, Actiline, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol, Framycetin (INN), Neomycin B Hexaacetate, Neo-Rx, Antibiotique, Myacyne, Neolate, ANTIBIOTIQUE EF 185, Neomycin sulphate, CHEBI:7508, Vonamycin powder V, Neomcin, Neomin, Neomycin Trisulfate Hydrate Deuterated, 4BOC774388, (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside, Neomicina [DCIT], Fradiomycin Trisulfate Hydrate deuterated, Framycetinum [INN-Latin], Neomicina, Neomycine, Neomycinum, PIMAVECORT, FRAMYCETIN [INN], Neomycine [INN-French], Neomycinum [INN-Latin], Framycetine [INN-French], NMY, Framicetina [INN-Spanish], Framycetin [INN:BAN:DCF], Bycomycin, Jernadex, 11004-65-2, Fradiomycin B;Neomycin B, Neomycin [INN:BAN], EINECS 204-292-2, EINECS 215-766-3, EPA Pesticide Chemical Code 006303, BRN 0101621, Mycerin, UNII-I16QD7X297, UNII-4BOC774388, Antibiotic 956, Neomycin B Acetate, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol, Antibiotic produced by Streptomyces decaris. Neomycin B, NEOMYCIN B [MI], Prestwick3_000158, Neomycin B; Fradiomycin B, SCHEMBL3279, FRAMYCETIN [WHO-DD], BSPBio_000296, GTPL709, NEOMYCIN B [USP-RS], 4-18-00-07476 (Beilstein Handbook Reference), D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(O-2,6-diamino-2,6-dideoxy-beta-L-idopyranosyl-(1-3)-beta-D-ribofuranosyl-(1-5))-2-deoxy-, BPBio1_000326, CHEMBL184618, DTXSID2023359, GLXC-10574, HMS2089P15, I16QD7X297, AKOS024284361, CS-6390, DB00452, NCGC00179612-01, D-Streptamine, O-2,6-diamino-2,6-dideoxy-.beta.-L-idopyranosyl-(1.->3)-O-.beta.-D-ribofuranosyl-(1->5)]-O-[2,6-diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1->4)]-2-deoxy, DA-63612, HY-17624, ST075177, AB00443887, NS00072944, C01737, D05140, AB00443887-03, EN300-7480789, MYCIFRADIN; NEOMAS; PIMAVECORT; VONAMYCIN, ANTIBIOTIC PRODUCED BY STREPTOMYCES DECARIS, Q4492348, BRD-K71013094-001-02-5, BRD-K71013094-065-01-2, BRD-K71013094-326-01-8, (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2-{[(2S,3R,4S,5R)-4-{[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy}-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-3-hydroxycyclohexyl]oxy}oxane-3,4-diol, (2S,3S,5R,6R)-5-amino-2-(aminomethyl)-6-(((2R,3S,4R,5S)-5-(((1R,2R,3S,5R,6S)-3,5-diamino-2-(((2R,3R,4R,5S,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)oxy)-6-hydroxycyclohexyl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)tetrahydro-2H-pyran-3,4-diol, 6-(2-{(4S,2R,3R,5R)-4-[(5S,6S,2R,3R,4R)-3-amino-6-(aminomethyl)-4,5-dihydroxy( 2H-3,4,5,6-tetrahydropyran-2-yloxy)]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yloxy }(3S,6S,1R,2R,4R)-4,6-diamino-3-hydroxycyc, 6-(2-{(4S,2R,3R,5R)-4-[(5S,6S,2R,3R,4R)-3-amino-6-(aminomethyl)-4,5-dihydroxy( 2H-3,4,5,6-tetrahydropyran-2-yloxy)]-3-hydroxy-5-(hydroxymethyl)oxolan-2-yloxy }(3S,6S,1R,2R,4R)-4,6-diamino-3-hydroxycyclohexyloxy)(3S,2R,4R,5R,6R)-5-amino- 2-(aminomethyl)-2H, D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(O-2,6-DIAMINO-2,6-DIDEOXY-.BETA.-L-IDOPYRANOSYL-(1->3)-.BETA.-D-RIBOFURANOSYL-(1->5))-2-DEOXY-, D-STREPTAMINE, O-2,6-DIAMINO-2,6-DIDEOXY-.BETA.-L-IDOPYRANOSYL-(1->3)-O-.BETA.-D-RIBOFURANOSYL-(1->5)-O-(2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4))-2-DEOXY-, lohexyloxy)(3S,2R,4R,5R,6R)-5-amino- 2-(aminomethyl)-2H-3,4,5,6-tetrahydropyran-3,4-diol
Framycetin is widely used in microbiological research for selective inhibition of bacterial growth in culture media. It is applied in topical formulations for treating superficial skin infections and ophthalmic solutions for eye infections. Researchers utilize Framycetin in antibiotic resistance studies due to its mechanism of action and broad-spectrum activity. Its stability and efficacy make it suitable for veterinary and agricultural applications.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
- H334 (100%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]
Precautionary Statements
- P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Sens. 1 (100%)
- Resp. Sens. 1 (100%)
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