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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 of MIRINCAMYCIN HYDROCHLORIDE

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

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

PubMed

TitleDatePubMed
Absolute bioavailability of cis-mirincamycin and trans-mirincamycin in healthy rhesus monkeys and ex vivo antimalarial activity against Plasmodium falciparum.
2011 Dec
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
  • Download
Name Type Language
MIRINCAMYCIN HYDROCHLORIDE
USAN  
USAN  
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
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
PRIMARY
PUBCHEM
76960024
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
PRIMARY
FDA UNII
B433NEX5J7
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
PRIMARY
NCI_THESAURUS
C174631
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
PRIMARY
CAS
38740-71-5
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
ALTERNATIVE
CAS
8063-91-0
Created by admin on Fri Dec 15 15:07:11 GMT 2023 , Edited by admin on Fri Dec 15 15:07:11 GMT 2023
PRIMARY
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ACTIVE MOIETY