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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H51NO9.Na.H2O4P
Molecular Weight 701.715
Optical Activity UNSPECIFIED
Defined Stereocenters 13 / 13
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSARAMICIN SODIUM PHOSPHATE

SMILES

[Na+].OP(O)([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=UVDWKWQHKOALJL-ZTHLIMQFSA-M
InChI=1S/C31H51NO9.Na.H3O4P/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;;1-5(2,3)4/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3;;(H3,1,2,3,4)/q;+1;/p-1/b12-10+;;/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+;;/m1../s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 H2O4P
Molecular Weight 96.9872
Charge -1
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 15:23:45 GMT 2023
Edited
by admin
on Fri Dec 15 15:23:45 GMT 2023
Record UNII
G74AHC5J1J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ROSARAMICIN SODIUM PHOSPHATE
USAN  
USAN  
Official Name English
STEREOISOMER OF 3-ETHYL-7-HYDROXY-2,8,12,16-TETRAMETHYL-5,13-DIOXO-9-((3,4,6-TRIDEOXY-3-(DIMETHYLAMINO)-.BETA.-D-XYLO-HEXOPYRANOSYL)OXY)-4,17-DIOXABICYCLO(14.1.0)HEPTADEC-14-ENE-10-ACETALDEHYDE, COMPOUND WITH SODIUM DIHYDROGEN PHOSPHATE (1:1)
Common Name English
CIRRAMYCIN A(SUB 1), 4'-DEOXY-, COMPD. WITH SODIUM DIHYDROGEN PHOSPHATE
Common Name English
ROSAMICIN SODIUM PHOSPHATE
Common Name English
SCH-14947.NAH2PO4
Code English
SCH 14947.NAH2PO4
Code English
ROSARAMICIN SODIUM PHOSPHATE [USAN]
Common Name English
Rosamicin compound with sodium dihydrogen phosphate (1:1)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C261
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
Code System Code Type Description
CAS
60802-40-6
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL8965
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
PRIMARY
FDA UNII
G74AHC5J1J
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
PRIMARY
PUBCHEM
70693525
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
PRIMARY
NCI_THESAURUS
C152256
Created by admin on Fri Dec 15 15:23:45 GMT 2023 , Edited by admin on Fri Dec 15 15:23:45 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY