Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C12H26N4O6.C11H20O2 |
| Molecular Weight | 506.6333 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 10 / 10 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCCCCCCC=C.[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=ZHIKHAVOCHJPNC-SQAHNGQVSA-N
InChI=1S/C12H26N4O6.C11H20O2/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20;1-2-3-4-5-6-7-8-9-10-11(12)13/h3-12,17-20H,1-2,13-16H2;2H,1,3-10H2,(H,12,13)/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-;/m1./s1
| 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 | C11H20O2 |
| Molecular Weight | 184.2753 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
|
| Synthesis of biomimetic analogs of neomycin B: potential inhibitors of the HIV RNA Rev response element. | 2000 Jan-Feb |
|
| 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 a complex between the aminoglycoside tobramycin and an oligonucleotide containing the ribosomal decoding a site. | 2002 Jun |
|
| Crystal structure of geneticin bound to a bacterial 16S ribosomal RNA A site oligonucleotide. | 2003 Feb 28 |
|
| Regioselective glycosylation of neamine core: a facile entry to kanamycin B related analogues. | 2004 Feb 19 |
|
| Voltage-dependent inhibition of rat skeletal muscle sodium channels by aminoglycoside antibiotics. | 2004 May |
|
| Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands. | 2004 Oct 6 |
|
| 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 |
|
| A molecular dynamics simulation study of an aminoglycoside/A-site RNA complex: conformational and hydration patterns. | 2006 Aug |
|
| Mixed-type noncompetitive inhibition of anthrax lethal factor protease by aminoglycosides. | 2006 Jul |
|
| 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 Fall |
|
| Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin. | 2007 Feb 12 |
|
| Determination of neomycin sulfate and impurities using high-performance anion-exchange chromatography with integrated pulsed amperometric detection. | 2007 Jan 4 |
|
| Design and synthesis of a structurally constrained aminoglycoside. | 2007 Jul 6 |
|
| Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners. | 2008 Aug 20 |
|
| Identification of tobramycin impurities for quality control process monitoring using high-performance anion-exchange chromatography with integrated pulsed amperometric detection. | 2008 Aug 5 |
|
| 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 |
|
| Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography. | 2008 Mar 28 |
|
| Studies on the synthesis of neamine-dinucleosides and neamine-PNA conjugates and their interaction with RNA. | 2008 Oct 15 |
|
| Synthesis of a phosphonate-linked aminoglycoside-coenzyme a bisubstrate and use in mechanistic studies of an enzyme involved in aminoglycoside resistance. | 2009 |
|
| Synthesis and evaluation of novel neamine derivatives effectively targeting to RNA. | 2009 Apr 15 |
|
| Aminoglycosides: molecular insights on the recognition of RNA and aminoglycoside mimics. | 2009 Apr 28 |
|
| 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 |
|
| Neamine inhibits prostate cancer growth by suppressing angiogenin-mediated rRNA transcription. | 2009 Mar 15 |
|
| Synthesis and transfection properties of a series of lipidic neamine derivatives. | 2009 Nov |
|
| Synthesis of neamine-derived pseudodisaccharides by stereo- and regio-selective functional group transformations. | 2009 Oct 21 |
|
| Mutation K42R in ribosomal protein S12 does not affect susceptibility of Mycobacterium smegmatis 16S rRNA A-site mutants to 2-deoxystreptamines. | 2010 Aug 5 |
|
| Neamine inhibits cell proliferation, migration, and invasion in H7402 human hepatoma cells. | 2010 Dec |
|
| The nebramycin aminoglycoside profiles of Streptomyces tenebrarius and their characterization using an integrated liquid chromatography-electrospray ionization-tandem mass spectrometric analysis. | 2010 Feb 19 |
|
| Synthesis and antimicrobial evaluation of amphiphilic neamine derivatives. | 2010 Jan 14 |
|
| Two-dimensional combinatorial screening of a bacterial rRNA A-site-like motif library: defining privileged asymmetric internal loops that bind aminoglycosides. | 2010 Mar 9 |
|
| 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 |
|
| Aminoglycoside binding to Oxytricha nova telomeric DNA. | 2010 Nov 16 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 21:28:09 GMT 2023
by
admin
on
Fri Dec 15 21:28:09 GMT 2023
|
| Record UNII |
QUB93X3HNB
|
| Record Status |
Validated (UNII)
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| Record Version |
|
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| Code System | Code | Type | Description | ||
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3083713
Created by
admin on Fri Dec 15 21:28:09 GMT 2023 , Edited by admin on Fri Dec 15 21:28:09 GMT 2023
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QUB93X3HNB
Created by
admin on Fri Dec 15 21:28:09 GMT 2023 , Edited by admin on Fri Dec 15 21:28:09 GMT 2023
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PARENT -> SALT/SOLVATE |
