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2D Structure
Also known as: Framycetin (sulfate), Fradiomycin b (sulfate); neomycin b (sulfate), Neomycin sulfate, 4146-30-9, Bcp28374, Neomycin sulfate; neomycin sulphate b
Molecular Formula
C23H52N6O25S3
Molecular Weight
908.9  g/mol
InChI Key
KWBUARAINLGYMG-UHFFFAOYSA-N

Aminoglycoside antibiotic complex produced by Streptomyces fradiae. It is composed of neomycins A, B, and C, and acts by inhibiting translation during protein synthesis.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-amino-2-(aminomethyl)-6-[4,6-diamino-2-[4-[3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol;sulfuric acid
2.1.2 InChI
InChI=1S/C23H46N6O13.3H2O4S/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;3*1-5(2,3)4/h5-23,30-36H,1-4,24-29H2;3*(H2,1,2,3,4)
2.1.3 InChI Key
KWBUARAINLGYMG-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CN)O)O)N)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O.OS(=O)(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Fradiomycin Sulfate

2. Neomycin

3. Neomycin Palmitate

4. Neomycin Sulfate

2.2.2 Depositor-Supplied Synonyms

1. Framycetin (sulfate)

2. Fradiomycin B (sulfate); Neomycin B (sulfate)

3. Neomycin Sulfate

4. 4146-30-9

5. Bcp28374

6. Neomycin Sulfate; Neomycin Sulphate B

2.3 Create Date
2009-08-08
3 Chemical and Physical Properties
Molecular Weight 908.9 g/mol
Molecular Formula C23H52N6O25S3
Hydrogen Bond Donor Count19
Hydrogen Bond Acceptor Count31
Rotatable Bond Count9
Exact Mass908.21442469 g/mol
Monoisotopic Mass908.21442469 g/mol
Topological Polar Surface Area602 Ų
Heavy Atom Count57
Formal Charge0
Complexity953
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count19
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count4
4 Drug and Medication Information
4.1 Drug Information
1 of 20  
Drug NameNEO-SYNALAR
Active IngredientFLUOCINOLONE ACETONIDE; NEOMYCIN SULFATE
CompanyMEDIMETRIKS PHARMS (Application Number: A060700)

2 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATE
Active IngredientNEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyWATSON LABS (Application Number: A062664); X GEN PHARMS (Application Number: A065106); X GEN PHARMS (Application Number: A065108)

3 of 20  
Drug NameNEOSPORIN G.U. IRRIGANT
Active IngredientNEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyMONARCH PHARMS (Application Number: A060707)

4 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATES AND BACITRACIN ZINC
Active IngredientBACITRACIN ZINC; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyAKORN (Application Number: A065088); BAUSCH AND LOMB (Application Number: A064064); PERRIGO CO TENNESSEE (Application Number: A060764)

5 of 20  
Drug NameNEOSPORIN
Active IngredientBACITRACIN ZINC; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyCASPER PHARMA LLC (Application Number: N050417)

6 of 20  
Drug NameDEXASPORIN
Active IngredientDEXAMETHASONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyBAUSCH AND LOMB (Application Number: A064135)

7 of 20  
Drug NameMAXITROL
Active IngredientDEXAMETHASONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyNOVARTIS PHARMS CORP (Application Number: N050023); NOVARTIS PHARMS CORP (Application Number: N050065); SANDOZ INC (Application Number: A062341)

8 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATES AND DEXAMETHASONE
Active IngredientDEXAMETHASONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyBAUSCH AND LOMB (Application Number: A064063); PERRIGO CO TENNESSEE (Application Number: A062938)

9 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATES AND GRAMICIDIN
Active IngredientGRAMICIDIN; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyAMRING PHARMS (Application Number: A065187); BAUSCH AND LOMB (Application Number: A064047)

10 of 20  
Drug NameNEOSPORIN
Active IngredientGRAMICIDIN; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyMONARCH PHARMS (Application Number: A060582)

11 of 20  
Drug NameCORTISPORIN
Active IngredientHYDROCORTISONE ACETATE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyMONARCH PHARMS (Application Number: N050218)

12 of 20  
Drug NameCASPORYN HC
Active IngredientHYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyCASPER PHARMA LLC (Application Number: N060613)

13 of 20  
Drug NameCORTISPORIN
Active IngredientHYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyMONARCH PHARMS (Application Number: N050479)

14 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATES AND HYDROCORTISONE
Active IngredientHYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyAMRING PHARMS (Application Number: A065216); AMRING PHARMS (Application Number: A065219); BAUSCH AND LOMB (Application Number: A064053); SANDOZ INC (Application Number: A062423); SANDOZ INC (Application Number: A062488); SANDOZ INC (Application Number: A062874)

15 of 20  
Drug NameOTICAIR
Active IngredientHYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyBAUSCH AND LOMB (Application Number: A064065)

16 of 20  
Drug NameBACITRACIN-NEOMYCIN-POLYMYXIN W/ HYDROCORTISONE ACETATE
Active IngredientBACITRACIN ZINC; HYDROCORTISONE ACETATE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyPERRIGO CO TENNESSEE (Application Number: A062166)

17 of 20  
Drug NameCORTISPORIN
Active IngredientBACITRACIN ZINC; HYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyMONARCH PHARMS (Application Number: N050168)

18 of 20  
Drug NameNEOMYCIN AND POLYMYXIN B SULFATES, BACITRACIN ZINC AND HYDROCORTISONE
Active IngredientBACITRACIN ZINC; HYDROCORTISONE; NEOMYCIN SULFATE; POLYMYXIN B SULFATE
CompanyAKORN (Application Number: A065213); BAUSCH AND LOMB (Application Number: A064068)

19 of 20  
Drug NameCOLY-MYCIN S
Active IngredientCOLISTIN SULFATE; HYDROCORTISONE ACETATE; NEOMYCIN SULFATE; THONZONIUM BROMIDE
CompanyENDO PHARMS INC (Application Number: N050356)

20 of 20  
Drug NameNEOMYCIN SULFATE
Active IngredientNEOMYCIN SULFATE
CompanyBRECKENRIDGE PHARM (Application Number: A065468); LANNETT CO INC (Application Number: A204435); TEVA (Application Number: A060304); X GEN PHARMS (Application Number: A065220)

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


Protein Synthesis Inhibitors

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)