U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C31H51NO9
Molecular Weight 581.7379
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSARAMICIN

SMILES

[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=IUPCWCLVECYZRV-JZMZINANSA-N
InChI=1S/C31H51NO9/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/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3/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

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 16:12:01 GMT 2023
Edited
by admin
on Fri Dec 15 16:12:01 GMT 2023
Record UNII
E907BNQ7SH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROSARAMICIN
INN   MART.   MI   USAN  
INN   USAN  
Official Name English
ROSARAMICIN [USAN]
Common Name English
CIRRAMYCIN A1, 4'-DEOXY-
Common Name English
Rosamicin
Common Name English
ANTIBIOTIC M-4365A2
Code English
SCH 14947
Code English
SCH-14947
Code English
ROSARAMICIN [MART.]
Common Name English
rosaramicin [INN]
Common Name English
4'-DEOXYCIRRAMYCIN A1
Common Name English
JUVENIMICIN A3
Common Name English
MACROLIDE ANTIBIOTIC ISOLATED FROM FERMENTATIONS OF MICROMONOSPORA ROSARIA
Common Name English
NSC-175150
Code English
ROSARAMICIN [MI]
Common Name English
ANTIBIOTIC 67-694
Code English
ANTIBIOTIC T-1124C
Code English
M-4365A2
Code English
Classification Tree Code System Code
NCI_THESAURUS C261
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
252-742-1
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
EVMPD
SUB10386MIG
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
NCI_THESAURUS
C152254
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
FDA UNII
E907BNQ7SH
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
WIKIPEDIA
ROSARAMICIN
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID4046361
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
CAS
35834-26-5
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
PUBCHEM
6537204
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
NSC
175150
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
ChEMBL
CHEMBL8965
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
CHEBI
87084
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
MERCK INDEX
m9662
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY Merck Index
SMS_ID
100000084381
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
INN
3369
Created by admin on Fri Dec 15 16:12:01 GMT 2023 , Edited by admin on Fri Dec 15 16:12:01 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY