Nebramine free base| CAS# 34051-04-2 | antifungal

MedKoo Cat#: 578046 | Name: Nebramine free base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nebramine is an amino cyclitol and glycoside. It has been studied as a metabolite found in Streptoalloteichus tenebrarius and in human blood plasma. Its structure contains multiple amino and hydroxyl groups, making it an interesting molecule for biochemical research and applications.

Chemical Structure

Nebramine free base

CAS#34051-04-2 (free base)

Theoretical Analysis

MedKoo Cat#: 578046

Name: Nebramine free base

CAS#: 34051-04-2 (free base)

Chemical Formula: C12H26N4O5

Exact Mass: 306.1903

Molecular Weight: 306.36

Elemental Analysis: C, 47.05; H, 8.55; N, 18.29; O, 26.11

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

71122-29-7 (sulfate) 34051-04-2 (free base)

Synonym

Nebramine; Nebramycin VIII; Tobramine; Tobramycin impurity B

IUPAC/Chemical Name

(1S,2R,3R,4S,6R)-4,6-diamino-3-(((2R,3R,5S,6R)-3-amino-6-(aminomethyl)-5-hydroxytetrahydro-2H-pyran-2-yl)oxy)cyclohexane-1,2-diol

InChi Key

QBWLTQZEVUXXSR-RROBTUQGSA-N

InChi Code

1S/C12H26N4O5/c13-3-8-7(17)2-6(16)12(20-8)21-11-5(15)1-4(14)9(18)10(11)19/h4-12,17-19H,1-3,13-16H2/t4-,5+,6-,7+,8-,9+,10-,11-,12-/m1/s1

SMILES Code

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[C@@H]1O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 306.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1. Yang X, Ammeter D, Idowu T, Domalaon R, Brizuela M, Okunnu O, Bi L, Guerrero YA, Zhanel GG, Kumar A, Schweizer F. Amphiphilic nebramine-based hybrids Rescue legacy antibiotics from intrinsic resistance in multidrug-resistant Gram-negative bacilli. Eur J Med Chem. 2019 Aug 1;175:187-200. doi: 10.1016/j.ejmech.2019.05.003. Epub 2019 May 2. PMID: 31078866. 2. Ammeter D, Idowu T, Zhanel GG, Schweizer F. Development of a nebramine-cyclam conjugate as an antibacterial adjuvant to potentiate β-lactam antibiotics against multidrug-resistant P. aeruginosa. J Antibiot (Tokyo). 2019 Nov;72(11):816-826. doi: 10.1038/s41429-019-0221-9. Epub 2019 Aug 16. PMID: 31420586. 3. Berkov-Zrihen Y, Herzog IM, Benhamou RI, Feldman M, Steinbuch KB, Shaul P, Lerer S, Eldar A, Fridman M. Tobramycin and nebramine as pseudo-oligosaccharide scaffolds for the development of antimicrobial cationic amphiphiles. Chemistry. 2015 Mar 9;21(11):4340-9. doi: 10.1002/chem.201406404. Epub 2015 Feb 4. PMID: 25652188.