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
SMILES
CCCCCCCC\C=C/CCCCCCCC(O)=O.NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O
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
| 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 |
| 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 |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Neamine inhibits cell proliferation, migration, and invasion in H7402 human hepatoma cells. | 2010-12 |
|
| Aminoglycoside binding to Oxytricha nova telomeric DNA. | 2010-11-16 |
|
| Mutation K42R in ribosomal protein S12 does not affect susceptibility of Mycobacterium smegmatis 16S rRNA A-site mutants to 2-deoxystreptamines. | 2010-08-05 |
|
| 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. | 2010-05-13 |
|
| Two-dimensional combinatorial screening of a bacterial rRNA A-site-like motif library: defining privileged asymmetric internal loops that bind aminoglycosides. | 2010-03-09 |
|
| The nebramycin aminoglycoside profiles of Streptomyces tenebrarius and their characterization using an integrated liquid chromatography-electrospray ionization-tandem mass spectrometric analysis. | 2010-02-19 |
|
| Synthesis and antimicrobial evaluation of amphiphilic neamine derivatives. | 2010-01-14 |
|
| Synthesis and transfection properties of a series of lipidic neamine derivatives. | 2009-11 |
|
| Synthesis of neamine-derived pseudodisaccharides by stereo- and regio-selective functional group transformations. | 2009-10-21 |
|
| Enantioseparation by MEKC using a ligand exchange-based chiral pseudostationary phase. | 2009-08 |
|
| Aminoglycosides: molecular insights on the recognition of RNA and aminoglycoside mimics. | 2009-04-28 |
|
| Synthesis and evaluation of novel neamine derivatives effectively targeting to RNA. | 2009-04-15 |
|
| Neamine inhibits prostate cancer growth by suppressing angiogenin-mediated rRNA transcription. | 2009-03-15 |
|
| Search for novel aminoglycosides by combining fragment-based virtual screening and 3D-QSAR scoring. | 2009-02 |
|
| Chiral ligand-exchange chromatography of amino acids using porous graphitic carbon coated with a dinaphthyl derivative of neamine. | 2009-01 |
|
| Synthesis of a phosphonate-linked aminoglycoside-coenzyme a bisubstrate and use in mechanistic studies of an enzyme involved in aminoglycoside resistance. | 2009 |
|
| Two-dimensional combinatorial screening identifies specific 6'-acylated kanamycin A- and 6'-acylated neamine-RNA hairpin interactions. | 2008-12-02 |
|
| Studies on the synthesis of neamine-dinucleosides and neamine-PNA conjugates and their interaction with RNA. | 2008-10-15 |
|
| Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners. | 2008-08-20 |
|
| Identification of tobramycin impurities for quality control process monitoring using high-performance anion-exchange chromatography with integrated pulsed amperometric detection. | 2008-08-05 |
|
| Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography. | 2008-03-28 |
|
| Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption. | 2008-02 |
|
| Fluorescence correlation spectroscopy at single molecule level on the Tat-TAR complex and its inhibitors. | 2008-01 |
|
| Structure-function relationship of novel X4 HIV-1 entry inhibitors - L- and D-arginine peptide-aminoglycoside conjugates. | 2007-12 |
|
| Synthesis of a neamine dimer targeting the dimerization initiation site of HIV-1 RNA. | 2007-10-25 |
|
| Design and synthesis of a structurally constrained aminoglycoside. | 2007-07-06 |
|
| Unique O-ribosylation in the biosynthesis of butirosin. | 2007-07-01 |
|
| Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity. | 2007-06-01 |
|
| Monitoring aminoglycoside-induced conformational changes in 16S rRNA through acrylamide quenching. | 2007-06-01 |
|
| Fluorescent HIV-1 Dimerization Initiation Site: design, properties, and use for ligand discovery. | 2007-03-21 |
|
| Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin. | 2007-02-12 |
|
| Determination of neomycin sulfate and impurities using high-performance anion-exchange chromatography with integrated pulsed amperometric detection. | 2007-01-04 |
|
| Nucleobase modified neamines, their synthesis and binding specificity for HIV TAR RNA. | 2007 |
|
| Mechanism of RNA cleavage catalyzed by sequence specific polyamide nucleic acid-neamine conjugate. | 2007 |
|
| Synthesis and antibacterial activity of novel neamine derivatives. | 2006-12-15 |
|
| Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease. | 2006-10-01 |
|
| A molecular dynamics simulation study of an aminoglycoside/A-site RNA complex: conformational and hydration patterns. | 2006-08 |
|
| Mixed-type noncompetitive inhibition of anthrax lethal factor protease by aminoglycosides. | 2006-07 |
|
| Cationic polyamines inhibit anthrax lethal factor protease. | 2006-06-08 |
|
| 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. | 2006-04-15 |
|
| Determination of tobramycin and impurities using high-performance anion exchange chromatography with integrated pulsed amperometric detection. | 2006-03-03 |
|
| Interactions of designer antibiotics and the bacterial ribosomal aminoacyl-tRNA site. | 2006-02 |
|
| Neamine inhibits xenografic human tumor growth and angiogenesis in athymic mice. | 2005-12-15 |
|
| Neamine dimers targeting the HIV-1 TAR RNA. | 2005-11-01 |
|
| The RNA-bound conformation of neamine as determined by transferred NOE experiments. | 2005-07 |
|
| Structure-activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities. | 2005-04-15 |
|
| Structure-activity relationships of aminoglycoside-arginine conjugates that bind HIV-1 RNAs as determined by fluorescence and NMR spectroscopy. | 2004-11-19 |
|
| Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands. | 2004-10-06 |
|
| Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production. | 1993-09-24 |
|
| Screening for new compounds with antiherpes activity. | 1984-10 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:37:06 GMT 2025
by
admin
on
Mon Mar 31 17:37:06 GMT 2025
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| Record UNII |
0S0TGD9Q4H
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| Record Status |
Validated (UNII)
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| Record Version |
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Created by
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0S0TGD9Q4H
Created by
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PARENT -> SALT/SOLVATE |
