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Also known as: 125110-14-7, Cefixime hydrate, Cefixime [usan], Cefixime (trihydrate), Ytterbium(iii) ionophore i, Citropen

Molecular Formula

C₁₆H₂₁N₅O₁₀S₂

Molecular Weight

507.5 g/mol

InChI Key

IPYWNMVPZOAFOQ-NABDTECSSA-N

FDA UNII

97I1C92E55

A third-generation cephalosporin antibiotic that is stable to hydrolysis by beta-lactamases.

1 2D Structure

KS-1200

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;trihydrate

2.1.2 InChI

InChI=1S/C16H15N5O7S2.3H2O/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7;;;/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27);3*1H2/b20-9-;;;/t10-,14-;;;/m1.../s1

2.1.3 InChI Key

IPYWNMVPZOAFOQ-NABDTECSSA-N

2.1.4 Canonical SMILES

C=CC1=C(N2C(C(C2=O)NC(=O)C(=NOCC(=O)O)C3=CSC(=N3)N)SC1)C(=O)O.O.O.O

2.1.5 Isomeric SMILES

C=CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OCC(=O)O)/C3=CSC(=N3)N)SC1)C(=O)O.O.O.O

2.2 Other Identifiers

2.2.1 UNII

97I1C92E55

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefixime

2. Cefixime Anhydrous

3. Fk 027

4. Fk-027

5. Fk027

6. Fr 17027

7. Fr-17027

8. Fr17027

9. Suprax

2.3.2 Depositor-Supplied Synonyms

1. 125110-14-7

2. Cefixime Hydrate

3. Cefixime [usan]

4. Cefixime (trihydrate)

5. Ytterbium(iii) Ionophore I

6. Citropen

7. 97i1c92e55

8. (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;trihydrate

9. Oraken

10. Fk-027

11. Fr-17027

12. Unii-97i1c92e55

13. Cefixime (usp)

14. Mfcd03788802

15. Oroken (tn)

16. Suprax (tn)

17. (e)-cefixime Trihydrate

18. Cefixime [vandf]

19. (6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7(sup 2)-(z)-(o-(carboxymethyl)oxime)trihydrate

20. Ytterbium(iii)ionophore I

21. Cefixime [mart.]

22. Cefixime Hydrate (jp17)

23. Cefixime [usp-rs]

24. Cefixime [orange Book]

25. Cefixime Hydrate [jan]

26. Cefixime [ep Monograph]

27. Cefixime [usp Monograph]

28. Cefixime Trihydrate [mi]

29. Hy-b1381a

30. Cefixime Trihydrate [who-dd]

31. Akos015994710

32. Ccg-208807

33. Ks-1200

34. (6r,7r)-7-(((2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(carboxymethyloxyimino)acetyl)amino)-3-ethenyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid Trihydrate

35. Cs-0129491

36. D07640

37. 350c371

38. Q27259597

39. Cefixime Trihydrate, For Microbiology, >=98.0% (hplc)

40. Cefixime, United States Pharmacopeia (usp) Reference Standard

41. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)((carboxymethoxy)imino)acetyl)amino)-3-ethenyl-8-oxo-, Trihydrate, (6r-(6.alpha.,7.beta.(z)))-

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₁N₅O₁₀S₂
Molecular Weight	507.5 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	8
Exact Mass	507.07298423 g/mol
Monoisotopic Mass	507.07298423 g/mol
Topological Polar Surface Area	241 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	861
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	4

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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

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