U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H34O2.C12H26N4O6
Molecular Weight 604.8194
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NEAMINE OLEATE

SMILES

CCCCCCCC\C=C/CCCCCCCC(O)=O.[H][C@]2(O[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O)[C@H]1O)O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2N

InChI

InChIKey=DZJNRUAMSDNLDC-AWCLPILZSA-N
InChI=1S/C18H34O2.C12H26N4O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h9-10H,2-8,11-17H2,1H3,(H,19,20);3-12,17-20H,1-2,13-16H2/b10-9-;/t;3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m.1/s1

HIDE SMILES / InChI

Molecular Formula C12H26N4O6
Molecular Weight 322.358
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C18H34O2
Molecular Weight 282.4614
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Screening for new compounds with antiherpes activity.
1984 Oct
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.
1993 Sep 24
Study of aminoglycoside-nucleic acid interactions by an HPLC method.
2001 Apr 23
Aminoglycoside antibiotics, neamine and its derivatives as potent inhibitors for the RNA-protein interactions derived from HIV-1 activators.
2001 Feb 26
An efficient synthesis of mimetics of neamine for RNA recognition.
2001 May 31
Design of novel antibiotics that bind to the ribosomal acyltransfer site.
2002 Apr 3
Crystal structure of geneticin bound to a bacterial 16S ribosomal RNA A site oligonucleotide.
2003 Feb 28
Voltage-dependent inhibition of rat skeletal muscle sodium channels by aminoglycoside antibiotics.
2004 May
Structure-activity relationships of aminoglycoside-arginine conjugates that bind HIV-1 RNAs as determined by fluorescence and NMR spectroscopy.
2004 Nov 19
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.
2004 Oct 6
A peptide nucleic acid-neamine conjugate that targets and cleaves HIV-1 TAR RNA inhibits viral replication.
2004 Sep 23
Disaccharide mimetics of the aminoglycoside antibiotic neamine.
2004 Sep 6
Structure-activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities.
2005 Apr 15
Neamine inhibits xenografic human tumor growth and angiogenesis in athymic mice.
2005 Dec 15
The RNA-bound conformation of neamine as determined by transferred NOE experiments.
2005 Jul
Neamine dimers targeting the HIV-1 TAR RNA.
2005 Nov 1
Neamine derivatives having a nucleobase with a lysine or an arginine as a linker, their synthesis and evaluation as potential inhibitors for HIV TAR-Tat.
2006 Apr 15
Synthesis and antibacterial activity of novel neamine derivatives.
2006 Dec 15
Cationic polyamines inhibit anthrax lethal factor protease.
2006 Jun 8
Determination of tobramycin and impurities using high-performance anion exchange chromatography with integrated pulsed amperometric detection.
2006 Mar 3
Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease.
2006 Oct 1
Design and synthesis of a structurally constrained aminoglycoside.
2007 Jul 6
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.
2007 Jun 1
Synthesis of a neamine dimer targeting the dimerization initiation site of HIV-1 RNA.
2007 Oct 25
Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners.
2008 Aug 20
Two-dimensional combinatorial screening identifies specific 6'-acylated kanamycin A- and 6'-acylated neamine-RNA hairpin interactions.
2008 Dec 2
Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption.
2008 Feb
Fluorescence correlation spectroscopy at single molecule level on the Tat-TAR complex and its inhibitors.
2008 Jan
Enantioseparation by MEKC using a ligand exchange-based chiral pseudostationary phase.
2009 Aug
Search for novel aminoglycosides by combining fragment-based virtual screening and 3D-QSAR scoring.
2009 Feb
Chiral ligand-exchange chromatography of amino acids using porous graphitic carbon coated with a dinaphthyl derivative of neamine.
2009 Jan
Synthesis of neamine-derived pseudodisaccharides by stereo- and regio-selective functional group transformations.
2009 Oct 21
The nebramycin aminoglycoside profiles of Streptomyces tenebrarius and their characterization using an integrated liquid chromatography-electrospray ionization-tandem mass spectrometric analysis.
2010 Feb 19
Antibacterial activities of aminoglycoside antibiotics-derived cationic amphiphiles. Polyol-modified neomycin B-, kanamycin A-, amikacin-, and neamine-based amphiphiles with potent broad spectrum antibacterial activity.
2010 May 13
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:03:33 GMT 2023
Edited
by admin
on Fri Dec 15 15:03:33 GMT 2023
Record UNII
0S0TGD9Q4H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEAMINE OLEATE
Common Name English
DEKAMYCIN V OLEATE
Common Name English
NEOMYCIN A OLEATE
Common Name English
Code System Code Type Description
PUBCHEM
123133436
Created by admin on Fri Dec 15 15:03:33 GMT 2023 , Edited by admin on Fri Dec 15 15:03:33 GMT 2023
PRIMARY
FDA UNII
0S0TGD9Q4H
Created by admin on Fri Dec 15 15:03:33 GMT 2023 , Edited by admin on Fri Dec 15 15:03:33 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE