Gamithromycin | CAS No. 145435-72-9

Gamithromycin

Basic Information

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CAS Number

145435-72-9

Molecular Formula

C40H76N2O12

Molecular Weight

777.05 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Boiling Point

833.0±65.0°C at 760 mmHg

SMILES

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CCCN1CC(C(C(C(OC(=O)C(C(C(C(C(CC1C)(C)O)OC2C(C(CC(O2)C)N(C)C)O)C)OC3CC(C(C(O3)C)O)(C)OC)C)CC)(C)O)O)C

InChI

InChI=1S/C40H76N2O12/c1-15-17-42-21-22(3)33(44)40(11,48)29(16-2)52-36(46)26(7)32(53-30-20-39(10,49-14)34(45)27(8)51-30)25(6)35(38(9,47)19-23(42)4)54-37-31(43)28(41(12)13)18-24(5)50-37/h22-35,37,43-45,47-48H,15-21H2,1-14H3/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32-,33+,34-,35+,37-,38+,39+,40+/m0/s1

InChIKey

VWAMTBXLZPEDQO-UZSBJOJWSA-N

LogP

2.6809000000000056

Topological Polar Surface Area

180.08 Å²

Hydrogen Bond Donor/Acceptor

5 / 14

Complexity

1180

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

A884620
GAMITHROMYCIN [GREEN BOOK]
Gamithromycin [USAN:INN]
ZE856183S0
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-((2,6-DIDEOXY-3-C-METHYL-3-O-METHYL-alpha-L-RIBO-HEXOPYRANOSYL)OXY)-2-ETHYL-3,4,10-TRIHYDROXY-3,5,8,10,12,14-HEXAMETHYL-7-PROPYL-11-((3,4,6-TRIDEOXY-3-(DIMETHYLAMINO)-beta-D-XYLO-HEXOPYRANOSYL)OXY)-1-OXA-7-AZACYCLOPENTADECAN-15-ONE
AKOS016007692
GAMITHROMYCIN [INN]
MFCD09954125
145435-72-9
1-Oxa-7-azacyclopentadecan-15-one,13-((2,6-dideoy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy 3,5,8,10,12,14-hexamethyl-7-propyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl)oxy)-, ((2R*, 3S*,4R*,5S*,8R*,10R*,11R*,12S*,13S*,14R*))-
AC-32611
1-Oxa-7-azacyclopentadecan-15-one,13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-,[2R-(2R*,3S*,4R*,5S*,8R*,10R*,11R*,12S*,13S*,14R*)]-
GAMITHROMYCIN [MI]
Gamithromycin
J-008105
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-((2,6-DIDEOXY-3-C-METHYL-3-O-METHYL-.ALPHA.-L-RIBO-HEXOPYRANOSYL)OXY)-2-ETHYL-3,4,10-TRIHYDROXY-3,5,8,10,12,14-HEXAMETHYL-7-PROPYL-11-((3,4,6-TRIDEOXY-3-(DIMETHYLAMINO)-.BETA.-D-XYLO-HEXOPYRANOSYL)OXY)-1-OXA-7-AZACYCLOPENTADECAN-15-ONE
GAMITHROMYCIN (EMA EPAR VETERINARY)
Gamithromycin 100 microg/mL in Methanol
ML-1709460
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-[(2,6-dideoxy-3-Cmethyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-1-oxa-7-azacyclopentadecan-15-one
CHEMBL2107342
CS-7858
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-15-oxo-7-propyl-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1-oxa-7-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside
gamithromycinum
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)
C72760
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy]-1-oxa-7-azacyclopentadecan-15-one
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl-7-propyl-1-oxa-7-azacyclopentadecan-15-one
ML 1709460
ML-1,709,460
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,8,10,12,14-hexamethyl-7-propyl-1-oxa-7-azacyclopentadecan-15-one

MDL Number

MFCD09954125

FAQ

What are the physical and chemical properties of Gamithromycin (CAS: 145435-72-9)?

Gamithromycin is a cyclic macrocyclic lactone antibiotic with a molecular weight of approximately 643.8 g/mol. It is sparingly soluble in water and ethanol. Chemically, it is less reactive towards hydrolysis and oxidation compared to other similar compounds. Its crystalline form is stable under normal conditions and has a melting point around 200°C.

How is Gamithromycin (CAS: 145435-72-9) typically synthesized?

Gamithromycin is synthesized through multi-step biocatalytic processes involving fermentation and chemical modifications. Commonly, it is produced using a chemical route that includes acetylation, lactonization, and oxidative cyclization steps. The overall yield is moderate, and the process involves the use of various organic solvents and catalysts to ensure high selectivity and purity.

What industries use Gamithromycin (CAS: 145435-72-9)?

Gamithromycin is primarily used in the pharmaceutical industry as a broad-spectrum antibiotic. It is also explored for its potential in veterinary applications to treat respiratory infections in livestock. Additionally, it has shown promise in research for its antimicrobial properties in various biomedical and agricultural settings.

What precautions should be taken when handling Gamithromycin (CAS: 145435-72-9)?

When handling Gamithromycin, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety glasses. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up immediately using absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and safety instructions.