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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H51NO9.C18H36O2
Molecular Weight 866.2152
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSARAMICIN STEARATE

SMILES

CCCCCCCCCCCCCCCCCC(O)=O.[H][C@@]3(O[C@H]1[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\[C@]2(C)O[C@H]2[C@H](C)[C@@H](CC)OC(=O)C[C@@H](O)[C@@H]1C)O[C@H](C)C[C@@H]([C@H]3O)N(C)C

InChI

InChIKey=NTRKBPHPPMYMKJ-VHXUMFCXSA-N
InChI=1S/C31H51NO9.C18H36O2/c1-9-25-20(5)29-31(6,41-29)12-10-23(34)17(2)14-21(11-13-33)28(19(4)24(35)16-26(36)39-25)40-30-27(37)22(32(7)8)15-18(3)38-30;1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3;2-17H2,1H3,(H,19,20)/b12-10+;/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C31H51NO9
Molecular Weight 581.7379
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 13 / 13
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C18H36O2
Molecular Weight 284.4772
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Rosamaricin is a macrolide antibiotic similar to erythromycin. This compound is more effective against Gram-negative bacteria than erythromycin, especially in the prostate where rosamaricin was shown to be more concentrated than erythromycin in dogs. Rosamaricin has antibiotic activity against Neisseria gonorrhoeae, Chlamydia trachomatis, Ureaplasma urealyticum and Mycoplasma hominis. When the drug was compared with penicillin G in the treatment of pneumococcal meningitis in rabbits it was found to be less effective than penicillin G, as measured by bacterial clearance from cerebrospinal fluid and by treatment outcome. No information on the current use of this compound is available.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:04 UTC 2023
Edited
by admin
on Fri Dec 15 15:14:04 UTC 2023
Record UNII
S65216469V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROSARAMICIN STEARATE
USAN  
USAN  
Official Name English
Rosamicin octadecanoate (salt)
Common Name English
SCH-14947 STEARATE
Code English
CIRRAMYCIN A1, 4'-DEOXY-, OCTADECANOATE (SALT)
Common Name English
SCH 14947 STEARATE
Code English
ROSARAMICIN STEARATE [USAN]
Common Name English
ROSAMICIN STEARATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C261
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
Code System Code Type Description
PUBCHEM
70687265
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
PRIMARY
FDA UNII
S65216469V
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
PRIMARY
NCI_THESAURUS
C152257
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
PRIMARY
CAS
51547-64-9
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
PRIMARY
ChEMBL
CHEMBL8965
Created by admin on Fri Dec 15 15:14:04 UTC 2023 , Edited by admin on Fri Dec 15 15:14:04 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY