NEAMINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H26N4O6
Molecular Weight	322.358
Optical Activity	( + )
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[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=SYJXFKPQNSDJLI-HKEUSBCWSA-N

InChI=1S/C12H26N4O6/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20/h3-12,17-20H,1-2,13-16H2/t3-,4+,5-,6-,7+,8-,9-,10-,11-,12-/m1/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

Approval Year

PubMed

Title	Date	PubMed
Screening for new compounds with antiherpes activity.	1984 Oct	6517562
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.	1993 Sep 24	8402886
An efficient synthesis of mimetics of neamine for RNA recognition.	2001 May 31	11405670
Crystal structure of geneticin bound to a bacterial 16S ribosomal RNA A site oligonucleotide.	2003 Feb 28	12589761
Structure-activity relationships of aminoglycoside-arginine conjugates that bind HIV-1 RNAs as determined by fluorescence and NMR spectroscopy.	2004 Nov 19	15556620
Chemoenzymatic synthesis and high-throughput screening of an aminoglycoside-polyamine library: identification of high-affinity displacers and DNA-binding ligands.	2004 Oct 6	15453764
A peptide nucleic acid-neamine conjugate that targets and cleaves HIV-1 TAR RNA inhibits viral replication.	2004 Sep 23	15369382
Disaccharide mimetics of the aminoglycoside antibiotic neamine.	2004 Sep 6	15368574
The RNA-bound conformation of neamine as determined by transferred NOE experiments.	2005 Jul	15937986
Neamine dimers targeting the HIV-1 TAR RNA.	2005 Nov 1	16153833
Synthesis and antibacterial activity of novel neamine derivatives.	2006 Dec 15	16997557
Selectively guanidinylated derivatives of neamine. Syntheses and inhibition of anthrax lethal factor protease.	2006 Oct 1	16870442
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.	2007 Feb 12	17206729
Determination of neomycin sulfate and impurities using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.	2007 Jan 4	16860963
Design and synthesis of a structurally constrained aminoglycoside.	2007 Jul 6	17579461
Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.	2007 Jun 1	17416529
Fluorescent HIV-1 Dimerization Initiation Site: design, properties, and use for ligand discovery.	2007 Mar 21	17319662
Two-dimensional combinatorial screening identifies specific 6'-acylated kanamycin A- and 6'-acylated neamine-RNA hairpin interactions.	2008 Dec 2	18991404
Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption.	2008 Feb	18408324
Fluorescence correlation spectroscopy at single molecule level on the Tat-TAR complex and its inhibitors.	2008 Jan	17764074
Synthesis of a phosphonate-linked aminoglycoside-coenzyme a bisubstrate and use in mechanistic studies of an enzyme involved in aminoglycoside resistance.	2009	19152351
Aminoglycosides: molecular insights on the recognition of RNA and aminoglycoside mimics.	2009 Apr 28	19812740
Chiral ligand-exchange chromatography of amino acids using porous graphitic carbon coated with a dinaphthyl derivative of neamine.	2009 Jan	18998115
Neamine inhibits prostate cancer growth by suppressing angiogenin-mediated rRNA transcription.	2009 Mar 15	19276260

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:53:41 GMT 2023` Edited by `admin` on `Fri Dec 15 15:53:41 GMT 2023`
Record UNII	5981U00LY0
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NEAMINE

Common Name

English

NEBRAMYCIN X

Common Name

English

O-2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-1,3-DIAMINO-1,2,3-TRIDEOXY-D-MYO-INOSITOL

Common Name

English

D-STREPTAMINE, 2-DEOXY-4-O-(2,6-DIAMINO-2,6-DIDEOXY-.ALPHA.-D-GLUCOPYRANOSYL)-

Common Name

English

TOBRAMYCIN IMPURITY C [EP IMPURITY]

Common Name

English

NEOMYCIN SULFATE IMPURITY A [EP IMPURITY]

Common Name

English

(+)-NEAMINE

Common Name

English

DEKAMYCIN V

Common Name

English

NEAMINE [MI]

Common Name

English

ST 7

Code

English

NEGAMICIN

Common Name

English

NEAMIN

Common Name

English

NEOMYCIN A

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2363