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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10N2O6
Molecular Weight 314.2497
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOMOFUNGIN

SMILES

COC(=O)C1=CC=C(O)C2=NC3=C(C=O)C(O)=CC(O)=C3N=C12

InChI

InChIKey=CRANETCJDDEINO-UHFFFAOYSA-N
InChI=1S/C15H10N2O6/c1-23-15(22)6-2-3-8(19)13-11(6)16-14-10(21)4-9(20)7(5-18)12(14)17-13/h2-5,19-21H,1H3

HIDE SMILES / InChI
Lomofungin, a natural product compound first isolated from the soil-dwelling Gram-positive bacteria Streptomyces lomodensis. Lomofungin has a broad antibacterial and antifungal spectrum, being active against gram-positive and gram-negative bacteria, yeasts, and other fungi. It prevents RNA synthesis by a direct interaction with the bacterial DNA-dependent ribonucleic acid (RNA) polymerase and not with the template or substrate. Lomofungin was identified as an inhibitor of botulinum neurotoxin light chain protease and as a potential therapeutic for myotonic dystrophy type 1. Lomofungin inhibited HIV-1 replication in peripheral blood mononuclear cells.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Mode of action of lomofungin.
1969 Jul
Lomofungin, a new broad spectrum antibiotic. Isolation and characterization.
1969 Mar
Lomofungin, a new antibiotic produced by Streptomyces lomondensis sp. n.
1969 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Lomofungin inhibited the growth of some yeasts and mycelial fungi at concentrations between 5 and 10 ug/ml. At such concentrations, there was no decrease in endogenous and exogenous oxygen consumption, and even 50 ug of antibiotic per ml caused only slight decreases. The permeation of the cell membrane was changed so that leakage of ninhydrin-positive substances was reduced, and the uptake of (14)C-labeled glucose, amino acids, uracil, and thymidine was decreased at concentrations as low as 4 ug/ml. Protein synthesis in whole cells of Saccharomyces cerevisiae was reduced 35% at 10 ug/ml.
Name Type Language
LOMOFUNGIN
USAN  
USAN  
Official Name English
U-24,792
Code English
U-24792
Code English
NSC-106995
Code English
Methyl 6-formyl-4,7,9-trihydroxy-1-phenazinecarboxylate
Systematic Name English
NSC-156939
Code English
1-PHENAZINECARBOXYLIC ACID, 6-FORMYL-4,7,9-TRIHYDROXY-, METHYL ESTER
Common Name English
LOMOFUNGIN [USAN]
Common Name English
Code System Code Type Description
CAS
26786-84-5
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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PUBCHEM
5351222
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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NSC
106995
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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EPA CompTox
DTXSID90949590
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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NSC
156939
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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FDA UNII
Z6Z18X1Y4D
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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NCI_THESAURUS
C170125
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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ChEMBL
CHEMBL1505471
Created by admin on Fri Dec 15 15:16:57 GMT 2023 , Edited by admin on Fri Dec 15 15:16:57 GMT 2023
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