JOSAMYCIN PROPIONATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C45H73NO16
Molecular Weight	884.0582
Optical Activity	UNSPECIFIED
Defined Stereocenters	16 / 16
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(=O)O[C@H]1\C=C\C=C\C[C@@H](C)OC(=O)C[C@@H](OC(C)=O)[C@H](OC)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@H]1C

InChI

InChIKey=NVBREHSOJSEKBQ-ZQMZUEOGSA-N

InChI=1S/C45H73NO16/c1-13-34(49)59-32-18-16-14-15-17-27(5)55-36(51)23-33(58-30(8)48)42(54-12)41(31(19-20-47)22-26(32)4)62-44-39(52)38(46(10)11)40(28(6)57-44)61-37-24-45(9,53)43(29(7)56-37)60-35(50)21-25(2)3/h14-16,18,20,25-29,31-33,37-44,52-53H,13,17,19,21-24H2,1-12H3/b15-14+,18-16+/t26-,27-,28-,29+,31+,32+,33-,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C45H73NO16
Molecular Weight	884.0582
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	16 / 16
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6386705

Josamycin propionate, a tasteless josamycin derivative suitable for the preparation of pediatric oral suspension. After oral administration Josamycin propionate underwent metabolic transformation to Josamycin, semi-synthetic 16-membered ring macrolide, that acts via protein synthesis inhibition.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial 70S ribosome 180 Target ID: CHEMBL2363135 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15385552	Inhibitor 8504		5.5 nM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Respiratory infections 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6386705	Curative		Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Application of liquid chromatography-ion trap mass spectrometry to the characterization of the 16-membered ring macrolide josamycin propionate.	2004-04	15103658

Patents

Sample Use Guides

In Vivo Use Guide

The mean daily dose of josamycin was 53.5 mg/kg (as Josamycin propionate) and the drug was administered for an average of 7.31 days.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:11:01 GMT 2025` Edited by `admin` on `Mon Mar 31 19:11:01 GMT 2025`
Record UNII	053VA4B06Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

JOSACINE

Preferred Name

English

JOSAMYCIN PROPIONATE

Common Name

English

JOSAMYCIN PROPIONATE [EP MONOGRAPH]

Common Name

English

9-PROPIONYLJOSAMYCIN

Common Name

English

LEUCOMYCIN A3 PROPIONATE

Common Name

English

KITASAMYCIN A3 PROPIONATE

Common Name

English

JOSAMY

Brand Name

English

JOSAXIN

Common Name

English

LEUCOMYCIN V 3-ACETATE 9-PROPANOATE 4''-(3-METHYLBUTANOATE)

Common Name

English

JOSAMYCIN PROPIONATE [MART.]

Common Name

English

Josamycin propionate [WHO-DD]

Common Name

English

JOSAMYCIN PROPIONATE [JAN]

Common Name

English

LEUCOMYCIN V, 3-ACETATE 4B-(3-METHYLBUTANOATE) 9-PROPANOATE

Common Name

English

JOSAMYCIN PROPIONATE [MI]

Common Name

English

TURIMYCIN A5 PROPIONATE

Common Name

English

WILPRAFEN

Brand Name

English

Code System Code Type Description

CAS

56111-35-4