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Details

Stereochemistry ABSOLUTE
Molecular Formula C45H76N2O15
Molecular Weight 885.0893
Optical Activity UNSPECIFIED
Defined Stereocenters 19 / 19
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SPIRAMYCIN I ACETATE

SMILES

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

InChI

InChIKey=UYYKLUHBJONOFA-RMDIIMEUSA-N
InChI=1S/C45H76N2O15/c1-25-22-31(20-21-48)41(62-44-39(52)38(47(10)11)40(28(4)58-44)61-37-24-45(7,53)43(29(5)57-37)59-30(6)49)42(54-12)33(50)23-35(51)55-26(2)16-14-13-15-17-34(25)60-36-19-18-32(46(8)9)27(3)56-36/h13-15,17,21,25-29,31-34,36-44,50,52-53H,16,18-20,22-24H2,1-12H3/b14-13+,17-15+/t25-,26-,27-,28-,29+,31+,32+,33-,34+,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1

HIDE SMILES / InChI

Molecular Formula C45H76N2O15
Molecular Weight 885.0893
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 19 / 19
E/Z Centers 0
Optical Activity UNSPECIFIED

Spiramycin 1 Acetate is a member of the Spiramycin macrolide family of bacterio static antibiotic compounds. The family of compounds was originally isolated from cultures of Streptomyces ambofaciens, a soil bacteria native to northern France. The mixture of Spiromycines has been separated into three classes I, II, III, which each have unique structural differences. The namesake compound spiramycin (aka Spiramycin Acetate in Japan) is approved for use as an antibiotic for the treatment of Gram-positive cocci and rods, Gram-negative cocci and Legionellae, mycoplasmas, chlamydiae, spirochetes, Toxoplasma gondii and some species of Cryptosporidium.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Structure activity relationships of spiramycins.
1985 Jul
Chemical modification of spiramycins. VI. Synthesis and antibacterial activities of 3,3''-di-O-acyl-4''-O-sulfonyl and 3,3''-di-O-acyl-4''-O-alkyl derivatives of spiramycin I.
1985 Oct
[Studies on acetylspiramycin. 1. Separation and chemical structures of acetylspiramycin components].
1990 Jun
Separation of spiramycin components using high-speed counter-current chromatography.
2000 Dec
Characterization of impurities in spiramycin by liquid chromatography/ion trap mass spectrometry.
2007
[Deletion of spiramycin 3-O-acyltransferase gene from Streptomyces spiramyceticus F21 resulting in the production of spiramycin I as major component].
2007 Jul
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:52:51 GMT 2023
Edited
by admin
on Sat Dec 16 05:52:51 GMT 2023
Record UNII
02245B2190
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SPIRAMYCIN I ACETATE
Common Name English
LEUCOMYCIN V, 9-O-(5-(DIMETHYLAMINO)TETRAHYDRO-6-METHYL-2H-PYRAN-2-YL)-, 4B-ACETATE, (9(2R,5S,6R))-
Common Name English
4''-ACETYLSPIRAMYCIN I
Common Name English
Code System Code Type Description
PUBCHEM
76956190
Created by admin on Sat Dec 16 05:52:51 GMT 2023 , Edited by admin on Sat Dec 16 05:52:51 GMT 2023
PRIMARY
CAS
130482-07-4
Created by admin on Sat Dec 16 05:52:51 GMT 2023 , Edited by admin on Sat Dec 16 05:52:51 GMT 2023
PRIMARY
FDA UNII
02245B2190
Created by admin on Sat Dec 16 05:52:51 GMT 2023 , Edited by admin on Sat Dec 16 05:52:51 GMT 2023
PRIMARY
EVMPD
SUB15354MIG
Created by admin on Sat Dec 16 05:52:51 GMT 2023 , Edited by admin on Sat Dec 16 05:52:51 GMT 2023
PRIMARY