Please Wait
Applying Filters...
Menu
Xls
2D Structure
Also known as: Miocamycin, Acecamycin, Miokamycin, Ponsinomycin, 3'',9-diacetylmydecamycin, 55881-07-7
Molecular Formula
C45H71NO17
Molecular Weight
898.0  g/mol
InChI Key
GQNZGCARKRHPOH-RQIKCTSVSA-N
FDA UNII
3T48CPS7U2

Miocamycin is a macrolide type antimicrobial. This drug may be marketed in Japan for clinical use as it is listed in the Japanese pharmacopeia. It has shown to be effective against several gram-positive and gram-negative microbes and may be useful in the treatment of upper and lower respiratory tract infections, and urogenital tract infections or as an alternative to erythromycin treatment.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-10-acetyloxy-6-[(2S,3R,4R,5S,6R)-5-[(2S,4R,5S,6S)-4-acetyloxy-4,6-dimethyl-5-propanoyloxyoxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] propanoate
2.1.2 InChI
InChI=1S/C45H71NO17/c1-13-34(50)59-33-23-36(52)55-26(4)18-16-15-17-19-32(58-29(7)48)25(3)22-31(20-21-47)41(42(33)54-12)62-44-39(53)38(46(10)11)40(27(5)57-44)61-37-24-45(9,63-30(8)49)43(28(6)56-37)60-35(51)14-2/h15-17,19,21,25-28,31-33,37-44,53H,13-14,18,20,22-24H2,1-12H3/b16-15+,19-17+/t25-,26-,27-,28+,31+,32+,33-,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1
2.1.3 InChI Key
GQNZGCARKRHPOH-RQIKCTSVSA-N
2.1.4 Canonical SMILES
CCC(=O)OC1CC(=O)OC(CC=CC=CC(C(CC(C(C1OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)CC)(C)OC(=O)C)N(C)C)O)CC=O)C)OC(=O)C)C
2.1.5 Isomeric SMILES
CCC(=O)O[C@@H]1CC(=O)O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]1OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC)(C)OC(=O)C)N(C)C)O)CC=O)C)OC(=O)C)C
2.2 Other Identifiers
2.2.1 UNII
3T48CPS7U2
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Maidimeisu

2. Midecamin

3. Midecamycin

4. Midecamycin Diacetate

5. Midekamycin

6. Midekamycin Acetate

7. Mosil

8. Mydecamycin

9. Myoxam

10. Neoisomidecamycin

11. Normicina

12. Sf 837

13. Sf-837

2.3.2 Depositor-Supplied Synonyms

1. Miocamycin

2. Acecamycin

3. Miokamycin

4. Ponsinomycin

5. 3'',9-diacetylmydecamycin

6. 55881-07-7

7. Midecamycin Acetate [jan]

8. Midecamycin Diacetate

9. 9,3''-di-o-acetylmidecamycin

10. Leucomycin V, 3b,9-diacetate 3,4b-dipropanoate

11. 3t48cps7u2

12. Mom

13. [(4r,5s,6s,7r,9r,10r,11e,13e,16r)-10-acetyloxy-6-[(2s,3r,4r,5s,6r)-5-[(2s,4r,5s,6s)-4-acetyloxy-4,6-dimethyl-5-propanoyloxyoxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-4-yl] Propanoate

14. 9,3''-diacetylmidecamycin

15. Einecs 259-879-6

16. Unii-3t48cps7u2

17. Macroral

18. Miocamen

19. Mosil

20. Miocamycin (tn)

21. Miocamycin [mi]

22. Midecamycin Acetate (jp17)

23. Schembl139293

24. Chembl1091024

25. Dtxsid60905087

26. Leucomycin V, 3(sup B),9-diacetate 3,4(sup B)-dipropanoate

27. Midecamycin Acetate [who-dd]

28. Zinc169677000

29. 1532-rb

30. Leucomycinv,3b,9-diacetate3,4b-dipropanoate

31. D01636

32. Q3858659

33. W-105540

34. Midecamycin Acetate, Antibiotic For Culture Media Use Only

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 898.0 g/mol
Molecular Formula C45H71NO17
XLogP33.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count18
Rotatable Bond Count18
Exact Mass897.47219980 g/mol
Monoisotopic Mass897.47219980 g/mol
Topological Polar Surface Area218 Ų
Heavy Atom Count63
Formal Charge0
Complexity1590
Isotope Atom Count0
Defined Atom Stereocenter Count16
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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.)


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01F - Macrolides, lincosamides and streptogramins

J01FA - Macrolides

J01FA11 - Miocamycin