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Synopsis

Synopsis

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Chemistry

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Also known as: Rickamicin, Sisomycin, 32385-11-8, Sissomicin, Antibiotic 6640, Antibiotic 66-40
Molecular Formula
C19H37N5O7
Molecular Weight
447.5  g/mol
InChI Key
URWAJWIAIPFPJE-YFMIWBNJSA-N
FDA UNII
X55XSL74YQ

Sisomicin
Antibiotic produced by Micromonospora inyoensis. It is closely related to gentamicin C1A, one of the components of the gentamicin complex (GENTAMICINS).
1 2D Structure

Sisomicin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[[(2S,3R)-3-amino-6-(aminomethyl)-3,4-dihydro-2H-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
2.1.2 InChI
InChI=1S/C19H37N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h3,9-18,24-27H,4-7,20-23H2,1-2H3/t9-,10+,11-,12+,13-,14-,15+,16-,17-,18-,19+/m1/s1
2.1.3 InChI Key
URWAJWIAIPFPJE-YFMIWBNJSA-N
2.1.4 Canonical SMILES
CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CN)N)N)N)O
2.1.5 Isomeric SMILES
C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC=C(O3)CN)N)N)N)O
2.2 Other Identifiers
2.2.1 UNII
X55XSL74YQ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4,5 Dehydrogentamicin

2. 4,5-dehydrogentamicin

3. Antibiotic 6640

4. Extramycin

5. Pathomycin

6. Rickamicin

7. Sch 13475

8. Sch-13475

9. Sch13475

10. Siseptin

11. Sisomicin Sulfate

12. Sisomicin Sulfate (2:5) Salt

13. Sisomycin

14. Sissomicin

15. Sizomycin

2.3.2 Depositor-Supplied Synonyms

1. Rickamicin

2. Sisomycin

3. 32385-11-8

4. Sissomicin

5. Antibiotic 6640

6. Antibiotic 66-40

7. Sch 13475

8. Dehydrogentamicin Cla

9. Sch-13475

10. X55xsl74yq

11. Chebi:9169

12. Sisomin

13. D-streptamine, O-3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6)-o-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-d-glycero-hex-4-enopyranosyl-(1-4))-2-deoxy-

14. Sisomicinum

15. Sisomicina

16. Sisomicine

17. (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol

18. Sisomicine [inn-french]

19. Sisomicinum [inn-latin]

20. Salvamina

21. Sisomicina [inn-spanish]

22. Siseptin Sulfate

23. (1s,2s,3r,4s,6r)-4,6-diamino-3-[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yloxy]-2-hydroxycyclohexyl 3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranoside

24. (1s,2s,3r,4s,6r)-4,6-diamino-3-{[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy}-2-hydroxycyclohexyl 3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranoside

25. (2r,3r,4r,5r)-2-(((1s,2s,3r,4s,6r)-4,6-diamino-3-(((2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-5-methyl-4-(methylamino)tetrahydro-2h-pyran-3,5-diol

26. O-2,6-diamino-2,3,4,6-tetradeoxy-alpha-d-glycero-hex-4-enopyranosyl-(1-4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6))-2-deoxy-d-streptamine

27. Einecs 251-018-2

28. Unii-x55xsl74yq

29. Brn 1357913

30. Sisomicin [usan:inn:ban]

31. Sch13475

32. Sisomicin-sulfate

33. Sis

34. Siso

35. Sisomicin [inn]

36. Sisomicin [mi]

37. Sisomicin (usan/inn)

38. Sisomicin [usan]

39. Sisomicin [who-dd]

40. Schembl49395

41. O-2,6-diamino-2,3,4,6-tetradeoxy-alpha-d-glycero-hex-4-enopyranosyl-(1-4)-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-6)-2-deoxy-d-streptamine

42. O-3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl-(1-4)-o-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-d-glycero-hex-4-enopyranosyl-(1-6))-2-deoxy-l-streptamine

43. Chembl221886

44. Gtpl10858

45. (2s-cis)-4-o-(3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl)-2-deoxy-6-o-(3-deoxy-4-c-methyl-3-(methylamino)-.beta.-l-arabinopyranosyl)-d-streptamine

46. Zinc56870809

47. Akos015895179

48. Db12604

49. (2s-cis)-4-o-(3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl)-2-deoxy-6-o-(3-deoxy-4-c-methyl-3-(methylamino)-beta-l-arabinopyranosyl)-d-streptamine

50. 85s118

51. C00494

52. D02544

53. Gentamicin Sulfate Impurity A [ep Impurity]

54. Q3962119

55. (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[(2s,3r)-3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxy-cyclohexoxy]-5-methyl-4-(methylamino)tetrahydropyran-3,5-diol

56. (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[3-amino-6-(aminomethyl)-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol

57. 2-deoxy-4-o-(3-deoxy-4-c-methyl-3-(methylamino)-.beta.-l-arabinopyranosyl)-6-o-(2,6-diamino-2,3,4,6-tetradeoxy-.alpha.-d-glycero-hex-4-enopyranosyl)-l-streptamine

58. O-3-deoxy-4-c-methyl-3-(methylamino)-.beta-l-arabinopyranosyl-(1->4)-o-(2,6-diamino-2,3,4,6-tetradeoxy-.alpha.-d-glycero-hex-4-enopyranosyl-(1->6))-2-deoxy-l-streptamine

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 447.5 g/mol
Molecular Formula C19H37N5O7
XLogP3-5.1
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Exact Mass447.26929854 g/mol
Monoisotopic Mass447.26929854 g/mol
Topological Polar Surface Area214 Ų
Heavy Atom Count31
Formal Charge0
Complexity643
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


Anti-Bacterial Agents

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


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01G - Aminoglycoside antibacterials

J01GB - Other aminoglycosides

J01GB08 - Sisomicin


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ABOUT THIS PAGE

Sisomicin Manufacturers

A Sisomicin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Sisomicin, including repackagers and relabelers. The FDA regulates Sisomicin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Sisomicin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Sisomicin Suppliers

A Sisomicin supplier is an individual or a company that provides Sisomicin active pharmaceutical ingredient (API) or Sisomicin finished formulations upon request. The Sisomicin suppliers may include Sisomicin API manufacturers, exporters, distributors and traders.

Sisomicin NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Sisomicin as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Sisomicin API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Sisomicin as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Sisomicin and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Sisomicin NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Sisomicin suppliers with NDC on PharmaCompass.

Sisomicin GMP

Sisomicin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Sisomicin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Sisomicin GMP manufacturer or Sisomicin GMP API supplier for your needs.

Sisomicin CoA

A Sisomicin CoA (Certificate of Analysis) is a formal document that attests to Sisomicin's compliance with Sisomicin specifications and serves as a tool for batch-level quality control.

Sisomicin CoA mostly includes findings from lab analyses of a specific batch. For each Sisomicin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Sisomicin may be tested according to a variety of international standards, such as European Pharmacopoeia (Sisomicin EP), Sisomicin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Sisomicin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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