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JOSAMYCIN

CAT: 0013-GTR19157369-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19157369-02Size:25 mg
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Description
JOSAMYCIN is a macrolide antibiotic exhibiting antimicrobial activity. The dissociation constant Kd from ribosome for Josamycin is 5.5 nM. (In Vitro) :Studies show that the average lifetime on the ribosome is 3 h for Josamycin and that the dissociation constants for Josamycin binding to the ribosome is 5.5 nM. Josamycin slows down formation of the first peptide bond of a nascent peptide in an amino acid-dependent way and completely inhibits formation of the second or third peptide bond, depending on peptide sequence at a saturating drug concentration, synthesis of fulllength proteins is completely shut down by Josamycin. At a saturating drug concentration, synthesis of fulllength proteins is completely shut down by Josamycin. (In Vivo) :Blood and tissue levels of Josamycin after oral administration are 200 mg/kg to rabbits. Tissue levels are generally much higher than the blood levels, and 3 h after the administration, when the blood level is very low, the tissue levels are rather higher than those 1 h after the dose. One hour after the medication, the level in the lungs is the highest of all the tissue levels.
CAS Number
16846-24-5
Product Name Alternative
EN-141
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO:41.67 mg/mL (50.33 mM)
Smiles
CO[C@H]1[C@@H] (CC (=O) O[C@H] (C) C\C=C\C=C\[C@H] (O) [C@H] (C) C[C@H] (CC=O) [C@@H]1O[C@@H]1O[C@H] (C) [C@@H] (O[C@H]2C[C@@] (C) (O) [C@@H] (OC (=O) CC (C) C) [C@H] (C) O2) [C@@H] ([C@H]1O) N (C) C) OC (C) =O
Molecular Formula
C42H69NO15
Molecular Weight
827.99
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Leucomycin V 3-acetate 4 (sup B) - (3-methylbutanoate)

Chemical Information

Josamycin

Josamycin is a macrolide antibiotic produced by certain strains of Streptomyces narbonensis var. josamyceticus. It has a role as a metabolite and an antibacterial drug. It is an aldehyde, a glycoside, a macrolide antibiotic, a tertiary alcohol, an acetate ester, a tertiary amino compound and a disaccharide derivative.

CAS Number16846-24-5
PubChem CID5282165
IUPAC Name[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-acetyloxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
Molecular FormulaC42H69NO15
Molecular Weight828.0
XLogP2.9
Topological Polar Surface Area206
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count16
Rotatable Bond Count14
Heavy Atom Count58
Formal Charge0
Complexity1390
SMILES
C[C@@H]1C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
InChI
InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
InChIKey
XJSFLOJWULLJQS-NGVXBBESSA-N
Chemical Structure
2D Structure
2D structure of Josamycin
CAS: 16846-24-5
CID: 5282165
Formula: C42H69NO15
MW: 828.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight828.0
XLogP32.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count16
Rotatable Bond Count14
Exact Mass827.46672049
Monoisotopic Mass827.46672049
Topological Polar Surface Area206 Ų
Heavy Atom Count58
Formal Charge0
Complexity1390
Isotope Atom Count0
Defined Atom Stereocenter Count16
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
J001-100MGJosamycin
T7148L1Josamycin HCl
HY-B1920AJosamycin (hydrochloride)
A18197-100Josamycin 100mg
RM-J151900-01Josamycin; Josamycin Propionate EP Impurity E
HY-B1920R-01Josamycin (Standard)

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