MIRINCAMYCIN HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H35ClN2O5S.ClH
Molecular Weight	475.471
Optical Activity	UNSPECIFIED
Defined Stereocenters	9 / 9
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.[H][C@@]1(O[C@H](SC)[C@H](O)[C@@H](O)[C@H]1O)[C@H](NC(=O)[C@@H]2C[C@@H](CCCCC)CN2)[C@H](C)Cl

InChI

InChIKey=YQEJFKZIXMSIBY-ODKHAUALSA-N

InChI=1S/C19H35ClN2O5S.ClH/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);1H/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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Enhancement of the curative activity of primaquine by concomitant administration of mirincamycin.	1985 Feb	3885847
In vitro activity of mirincamycin (U24729A) against Plasmodium falciparum isolates from Gabon.	2010 Jan	19841147
Absolute bioavailability of cis-mirincamycin and trans-mirincamycin in healthy rhesus monkeys and ex vivo antimalarial activity against Plasmodium falciparum.	2011 Dec	21947400
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 Jun 10	24916383
Anti-relapse activity of mirincamycin in the Plasmodium cynomolgi sporozoite-infected Rhesus monkey model.	2014 Oct 17	25326032

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:07:11 GMT 2023` Edited by `admin` on `Fri Dec 15 15:07:11 GMT 2023`
Record UNII	B433NEX5J7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MIRINCAMYCIN HYDROCHLORIDE

Official Name

English

MARINCAMYCIN HYDROCHLORIDE

Common Name

English

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

Common Name

English

U-24,729A

Code

English

MIRINCAMYCIN HYDROCHLORIDE [USAN]

Common Name

English

MIRINCAMYCIN HCL

Common Name

English

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

Common Name

English

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

Common Name

English

U-24729A

Code

English

U 24729A

Code

English

Code System Code Type Description

ChEMBL

CHEMBL2110945