Novobiocin Sodium (Albamycin; Cathomycin)

Alias: U 6591; Albadry; Albamycin; Novobiocin sodium salt; Sodium albamycin; Sodium novobiocin; U6591; U-6591; Novobiocin monosodium salt; Cardelmycin sodium salt; Cathomycin; Inabiocin; Monosodium novobiocin; Novobiocin sodium; Novobiocin monosodium; Novobiocin natrium; Streptonivicin sodium salt; Vulcamycin

Cat No.:V1414 Purity: ≥98%

COA Product Data Instructions for use SDS

Novobiocin Sodium (Albamycin; Cathomycin) Chemical Structure CAS No.: 1476-53-5
Product category: Topoisomerase

This product is for research use only, not for human use. We do not sell to patients.

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Other Forms of Novobiocin Sodium (Albamycin; Cathomycin):

Novobiocin (Cathomycin)

Official Supplier of:

Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

Cell 2020,183:1202-1218.e25.

Science Adv 2022: 8, eabm9427.

Nature 597, 119–125 (2021)

Cell Stem Cell 2020,26(6):845-861.e12.

Science Trans Med 2023,15(701):eadd7872.

STTT 2023,8(1):91.

Cell Reports 2023,42(4):112313

Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Clinical Trial Information
Biological Data

Product Description

Novobiocin Sodium (formerly known as U6591, U-6591, Cathomycin, Inabiocin, Albadry, Streptonivicin, Albamycin) is a novel and potent antibiotic of the aminocoumarin class isolated from Streptomyces niveus and used for bacterial infections. It treats susceptible gram positive bacteria by acting on bacterial DNA gyrase (TopoIV). Additionally, novobiocin interacts with Hsp90, changing the chaperone's affinity for geldanamycin and radicicol and leading to the depletion of important regulatory Hsp90-dependent kinases such as v-Src, Raf-1, and p185 (ErbB2). Novobiocin prevents Hsp90 from being associated with the co-chaperones Hsc70 and p23.

Biological Activity I Assay Protocols (From Reference)

Targets

β-lactam; HSP90

ln Vitro

In vitro activity: Novobiocin also interacts with Hsp90, changing the chaperone's affinity for geldanamycin and radicicol and leading to the depletion of important regulatory Hsp90-dependent kinases, such as v-Src, Raf-1, and p185 (ErbB2). Novobiocin obstructs the co-chaperones Hsc70 and p23 from attaching themselves to Hsp90.[1]
Novobiocin specifically and concentration-dependently prevents heme-regulated eIF2alpha kinase (HRI) from maturing. Hsp90 and Cdc37 are made to separate from immature HRI by novobiocin, but Hsp90 cochaperones p23, FKBP52, and protein phosphatase 5 do not break away from immature HRI.[2]
Novobiocin induces cell death through morphological and biochemical alterations that display traits of metazoan apoptosis.[3]
Novobiocin, an HSP90 inhibitor, may reduce SMYD3 expression and inhibit MDA-MB-231 human breast cancer cells' ability to proliferate and migrate in a dose-dependent manner. Novobiocin has the ability to stop breast cancer cells from migrating, and this action may be caused by SMYD3 downregulation.[4]
Novobiocin is an aminocoumarin antibiotic that impairs cell survival by interfering with the expression of genes that are dependent on hypoxia inducible factor and heat shock protein 90. Novobiocin (500 ) causes a notable rise in [Ca(2+)]i, a reduction in forward scatter, an increase in annexin-V binding, and an enhancement in the formation of ceramides. Novobiocin induces eryptosis, which is at least partially caused by ceramide formation and extracellular Ca(2+) entry.[5]

ln Vivo

In mice infected with Streptococcus pneumoniae that is resistant to amoxicillin, novobiocin sodium exhibits anti-infection activity.

Cell Assay

Cell lines: Cell-free assays
Concentrations: 1 mM
Incubation: Time 1 h
Method: Reticulocyte lysate was treated with novobiocin for 1 h.

Animal Protocol

Female Swiss mice
100 or 200 mg/kg
s.c.

References

[1]. J Biol Chem . 2000 Nov 24;275(47):37181-6.

[2]. Biochemistry . 2004 Jun 29;43(25):8217-29.

[3]. Mol Biochem Parasitol . 2005 May;141(1):57-69.

[4]. IUBMB Life . 2010 Mar;62(3):194-9.

[5]. Cell Physiol Biochem . 2014;33(3):670-80.

[6]. Int J Antimicrob Agents . 2010 Jun;35(6):544-9.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C31H35N2NAO11

Molecular Weight

634.61

Exact Mass

634.21

Elemental Analysis

C, 58.67; H, 5.56; N, 4.41; Na, 3.62; O, 27.73

CAS #

1476-53-5

Related CAS #

303-81-1

Appearance

Solid powder

SMILES

CC1=C(C=CC2=C1OC(=O)C(=C2[O-])NC(=O)C3=CC(=C(C=C3)O)CC=C(C)C)O[C@H]4[C@@H]([C@@H]([C@H](C(O4)(C)C)OC)OC(=O)N)O.[Na+]

InChi Key

WWPRGAYLRGSOSU-RNROJPEYSA-M

InChi Code

InChI=1S/C31H36N2O11.Na/c1-14(2)7-8-16-13-17(9-11-19(16)34)27(37)33-21-22(35)18-10-12-20(15(3)24(18)42-28(21)38)41-29-23(36)25(43-30(32)39)26(40-6)31(4,5)44-29;/h7,9-13,23,25-26,29,34-36H,8H2,1-6H3,(H2,32,39)(H,33,37);/q;+1/p-1/t23-,25+,26-,29-;/m1./s1

Chemical Name

sodium;7-[(2R,3R,4S,5R)-4-carbamoyloxy-3-hydroxy-5-methoxy-6,6-dimethyloxan-2-yl]oxy-3-[[4-hydroxy-3-(3-methylbut-2-enyl)benzoyl]amino]-8-methyl-2-oxochromen-4-olate

Synonyms

U 6591; Albadry; Albamycin; Novobiocin sodium salt; Sodium albamycin; Sodium novobiocin; U6591; U-6591; Novobiocin monosodium salt; Cardelmycin sodium salt; Cathomycin; Inabiocin; Monosodium novobiocin; Novobiocin sodium; Novobiocin monosodium; Novobiocin natrium; Streptonivicin sodium salt; Vulcamycin

HS Tariff Code

2934.99.9001

Storage

Powder -20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)

DMSO: ~127 mg/mL (~200.1 mM)

Water: ~127 mg/mL (~200.1 mM)

Ethanol: ~127 mg/mL (~200.1 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 100 mg/mL (157.58 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

(Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.5758 mL	7.8789 mL	15.7577 mL
	5 mM	0.3152 mL	1.5758 mL	3.1515 mL
	10 mM	0.1576 mL	0.7879 mL	1.5758 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Mass

Concentration

Volume

Molecular Weight*

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)

% DMSO

% Tween 80

% ddH₂O

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Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.

Clinical Trial Information

NCT Number	Recruitment	interventions	Conditions	Sponsor/Collaborators	Start Date	Phases
NCT05687110	Suspended	Biological: Novobiocin Sodium Procedure: Biopsy	Unresectable Malignant Solid Neoplasm Metastatic Malignant Solid Neoplasm	National Cancer Institute (NCI)	October 11, 2023	Phase 1

Biological Data

Binding of Hsp90 point mutants and amino-terminal truncations to novobiocin-Sepharose. J Biol Chem . 2000 Nov 24;275(47):37181-6.
Binding of Hsp90 carboxyl-terminal fragments and the full-length point mutant G182D to novobiocin-Sepharose: competition by soluble novobiocin and ATP. J Biol Chem . 2000 Nov 24;275(47):37181-6.
Western blot analysis of SMYD3 protein expression treated by novobiocin or shRNA-SMYD3. IUBMB Life . 2010 Mar;62(3):194-9.
Effect of novobiocin and shRNA-SMYD3 on the proliferation of MDA-MB-231 cells. IUBMB Life . 2010 Mar;62(3):194-9.
Effect of novobiocin on erythrocyte forward scatter. Cell Physiol Biochem . 2014;33(3):670-80.
Effect of novobiocin on ceramide formation. Cell Physiol Biochem . 2014;33(3):670-80.