MIRINCAMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H35ClN2O5S
Molecular Weight	439.01
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC[C@H]1CN[C@@H](C1)C(=O)N[C@H]([C@H](C)Cl)[C@H]2O[C@H](SC)[C@H](O)[C@@H](O)[C@H]2O

InChI

InChIKey=UFFIWDQGZCWMIU-YLKLGEPYSA-N

InChI=1S/C19H35ClN2O5S/c1-4-5-6-7-11-8-12(21-9-11)18(26)22-13(10(2)20)17-15(24)14(23)16(25)19(27-17)28-3/h10-17,19,21,23-25H,4-9H2,1-3H3,(H,22,26)/t10-,11+,12-,13+,14-,15+,16+,17+,19+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C19H35ClN2O5S
Molecular Weight	439.01
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 9
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24916383 | https://www.ncbi.nlm.nih.gov/pubmed/25326032

Mirincamycin, a protein biosynthesis inhibitor was studied as an antibacterial agent. It was shown that mirincamycin could be promising candidate in the therapy and prophylaxis of multidrug-resistant falciparum malaria. Moreover, in combination with 4 or 8-aminoquinolines it could be used for the treatment and relapse prevention of vivax malaria. In addition, was studied the anti-relapse activity of mirincamycin in the Plasmodium cynomolgi sporozoite-infected Rhesus monkey model. However, the negative P. cynomolgi hypnozoite data indicates that mirincamycin is unlikely to have potential as a clinical anti-relapse agent.

Approval Year

PubMed

Title	Date	PubMed
Anti-relapse activity of mirincamycin in the Plasmodium cynomolgi sporozoite-infected Rhesus monkey model.	2014-10-17	25326032
Mirincamycin, an old candidate for malaria combination treatment and prophylaxis in the 21st century: in vitro interaction profiles with potential partner drugs in continuous culture and field isolates.	2014-06-10	24916383
Absolute bioavailability of cis-mirincamycin and trans-mirincamycin in healthy rhesus monkeys and ex vivo antimalarial activity against Plasmodium falciparum.	2011-12	21947400
In vitro activity of mirincamycin (U24729A) against Plasmodium falciparum isolates from Gabon.	2010-01	19841147
Enhancement of the curative activity of primaquine by concomitant administration of mirincamycin.	1985-02	3885847

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:11:45 GMT 2025` Edited by `admin` on `Mon Mar 31 19:11:45 GMT 2025`
Record UNII	F6T0FI8XCS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1'-DEMETHYL-4'-DEPROPYL-4'-PENTYLCLINDAMYCIN

Preferred Name

English

MIRINCAMYCIN

Official Name

English

L-THREO-,ALPHA.-D-GALACTO-OCTOPYRANOSIDE, METHYL 7-CHLORO-6,7,8-TRIDEOXY-6-(((4-PENTYL-2-PYRROLIDINYL)CARBONYL)AMINO)-1-THIO-

Common Name

English

7-CHLORO-N-DEMETHYL-4'-PENTYLLINCOMYCIN

Common Name

English

mirincamycin [INN]

Common Name

English

Code System Code Type Description

ChEMBL

CHEMBL2110945