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ACTIVE PHARMA INGREDIENTS

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Also known as: 55224-05-0, Erythromycin cyclocarbonate, Erythromycin a cyclic 11,12-carbonate, Erythromycin a 11,12-carbonate, Erythromycin, cyclic 11,12-carbonate, 4h3125l82r

Molecular Formula

C₃₈H₆₅NO₁₄

Molecular Weight

759.9 g/mol

InChI Key

NKLGIWNNVDPGCA-ZDYKNUMJSA-N

FDA UNII

4H3125L82R

1 2D Structure

Erythromycin Cyclocarbonate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2R,5R,6S,7S,8R,9R,11R,13R,14R)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-hydroxy-6-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,5,7,9,11,13-hexamethyl-3,15,17-trioxabicyclo[12.3.0]heptadecane-4,12,16-trione

2.1.2 InChI

InChI=1S/C38H65NO14/c1-14-25-38(10)32(52-35(44)53-38)20(4)27(40)18(2)16-36(8,45)31(51-34-28(41)24(39(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-37(9,46-13)30(42)23(7)48-26/h18-26,28-32,34,41-42,45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30+,31-,32-,34+,36-,37-,38-/m1/s1

2.1.3 InChI Key

NKLGIWNNVDPGCA-ZDYKNUMJSA-N

2.1.4 Canonical SMILES

CCC1C2(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC3CC(C(C(O3)C)O)(C)OC)C)OC4C(C(CC(O4)C)N(C)C)O)(C)O)C)C)OC(=O)O2)C

2.1.5 Isomeric SMILES

CC[C@@H]1[C@@]2([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)O[C@H]4[C@@H]([C@H](C[C@H](O4)C)N(C)C)O)(C)O)C)C)OC(=O)O2)C

2.2 Other Identifiers

2.2.1 UNII

4H3125L82R

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cyclic 11,12-erythromycin A Carbonate

2. Erythromycin A Cyclic 11,12-carbonate

2.3.2 Depositor-Supplied Synonyms

1. 55224-05-0

2. Erythromycin Cyclocarbonate

3. Erythromycin A Cyclic 11,12-carbonate

4. Erythromycin A 11,12-carbonate

5. Erythromycin, Cyclic 11,12-carbonate

6. 4h3125l82r

7. Dravercin

8. (3ar,4r,7r,8s,9s,10r,11r,13r,15r,15ar)-10-(((2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-ethyl-11-hydroxy-8-(((2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2h-pyran-2-yl)oxy)-3a,7,9,11,13,15-hexamethyldecahydro-6h-[1,3]dioxolo[4,5-c][1]oxacyclotetradecine-2,6,14(7h)-trione

9. Eritromicina A Carbonato

10. Cykliczny Weglan Erytromycyny A

11. Erythromycin A Cyclic Carbonate

12. Unii-4h3125l82r

13. Carbonato Ciclico De Eritromicina A

14. Eritromicina A Carbonato [spanish]

15. Cykliczny Weglan Erytromycyny A [polish]

16. Carbonato Ciclico De Eritromicina A [spanish]

17. Chembl4788726

18. Chebi:135881

19. Dtxsid801031707

20. S7550

21. Zinc95810519

22. Akos037515854

23. Ccg-270443

24. Cs-6076

25. Ncgc00386404-01

26. Erythromycin Cyclocarbonate [who-dd]

27. Hy-100584

28. Q27259580

29. (1r,2r,5r,6s,7s,8r,9r,11r,13r,14r)-8-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-hydroxy-6-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-1,5,7,9,11,13-hexamethyl-3,15,17-trioxabicyclo[12.3.0]heptadecane-4,12,16-trione

30. (3ar,4r,7r,8s,9s,10r,11r,13r,15r,15ar)-10-(((2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-4-ethyl-11-hydroxy-8-(((2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2h-pyran-2-yl)oxy)-3a,7,9,11,13,15-hexamethyloctahy

31. (3ar,4r,7r,8s,9s,10r,11r,13r,15r,15ar)-10-{[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-4-ethyl-11-hydroxy-8-{[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3a,7,9,11,13,15-hexamethyl-tetradecahydro-[1,3]dioxolo[4,5-c]oxacyclotetradecane-2,6,14-trione

32. 11054-95-8

2.3.3 Other Synonyms

1. Dravercin

2. Erythromycin A 11,12-carbonate

3. Erythromycin A Cyclic Carbonate

4. Erythromycin Cyclocarbonate

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₃₈H₆₅NO₁₄
Molecular Weight	759.9 g/mol
XLogP3	4.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	7
Exact Mass	759.44050575 g/mol
Monoisotopic Mass	759.44050575 g/mol
Topological Polar Surface Area	189 Å²
Heavy Atom Count	53
Formal Charge	0
Complexity	1300
Isotope Atom Count	0
Defined Atom Stereocenter Count	18
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1