NEAMINE SULFATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H26N4O6.H2O4S
Molecular Weight	420.437
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(O)(=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=UPUAISIJDDQCRN-SQAHNGQVSA-N

InChI=1S/C12H26N4O6.H2O4S/c13-2-5-8(18)9(19)6(16)12(21-5)22-11-4(15)1-3(14)7(17)10(11)20;1-5(2,3)4/h3-12,17-20H,1-2,13-16H2;(H2,1,2,3,4)/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

Molecular Formula	H2O4S
Molecular Weight	98.078
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	6517562
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production.	1993 Sep 24	8402886
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
Structure-activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities.	2005 Apr 15	15808482
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
Elaboration of neosamine rings in the biosynthesis of neomycin and butirosin.	2007 Feb 12	17206729
Monitoring aminoglycoside-induced conformational changes in 16S rRNA through acrylamide quenching.	2007 Jun 1	17399988
Fluorescent HIV-1 Dimerization Initiation Site: design, properties, and use for ligand discovery.	2007 Mar 21	17319662
Synthesis of a neamine dimer targeting the dimerization initiation site of HIV-1 RNA.	2007 Oct 25	17915882
Two-dimensional combinatorial screening identifies specific aminoglycoside-RNA internal loop partners.	2008 Aug 20	18652457
Identification of tobramycin impurities for quality control process monitoring using high-performance anion-exchange chromatography with integrated pulsed amperometric detection.	2008 Aug 5	18486398
Biosynthesis of 3'-deoxy-carbamoylkanamycin C in a Streptomyces tenebrarius mutant strain by tacB gene disruption.	2008 Feb	18408324
Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography.	2008 Mar 28	18295773
Synthesis of a phosphonate-linked aminoglycoside-coenzyme a bisubstrate and use in mechanistic studies of an enzyme involved in aminoglycoside resistance.	2009	19152351
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
Synthesis and transfection properties of a series of lipidic neamine derivatives.	2009 Nov	19848402
Mutation K42R in ribosomal protein S12 does not affect susceptibility of Mycobacterium smegmatis 16S rRNA A-site mutants to 2-deoxystreptamines.	2010 Aug 5	20700526
The nebramycin aminoglycoside profiles of Streptomyces tenebrarius and their characterization using an integrated liquid chromatography-electrospray ionization-tandem mass spectrometric analysis.	2010 Feb 19	20113718
Synthesis and antimicrobial evaluation of amphiphilic neamine derivatives.	2010 Jan 14	20000576
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	20373816
Aminoglycoside binding to Oxytricha nova telomeric DNA.	2010 Nov 16	20886815

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 21:28:07 GMT 2023` Edited by `admin` on `Fri Dec 15 21:28:07 GMT 2023`
Record UNII	XYP2JD4C64
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NEAMINE SULFATE

Common Name

English

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

Common Name

English

NEOMYCIN A SULFATE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID50188726