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Azithromycin

Molecular FormulaC₃₈H₇₂N₂O₁₂
Average mass748.984 Da
Monoisotopic mass748.508545 Da
ChemSpider ID10482163

- 18 of 18 defined stereocentres

More details:

Featured data source

Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2R,3S,4R,5R,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}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-on

(2R,3S,4R,5R,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}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-{[(2S,3R,4S,6R)-4-(diméthylamino)-3-hydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}-2-éthyl-3,4,10-trihydroxy-13-{[(2R,4R,5S,6S)-5-hydroxy-4-méthoxy-4,6-diméthyltétrahydro-2H-pyran-2-yl]oxy}-3,5,6,8,10,12,14-heptaméthyl-1-oxa-6-azacyclopentadécan-15-one

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranoside

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-Ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-tridesoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-y l-2,6-didesoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosid [German] [ACD/IUPAC Name]

1-oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-

More...

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b η-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)- [ACD/Index Name]

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-

2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside

2,6-Didésoxy-3-C-méthyl-3-O-méthyl-α-L-ribo-hexopyranoside de (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-2-éthyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptaméthyl-15-oxo-11-{[3,4,6-tridésoxy-3-(diméthylami no)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadécan-13-yle [French] [ACD/IUPAC Name]

6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranoside

83905-01-5 [RN]

9-Deoxo-9a-methyl-9a-aza-9a-homoerythromycin A

Aruzilina

Arzomicin

Azadose

Azimin

Azithral

Azithromycin [USP] [Wiki]

AZITHROMYCIN ANHYDROUS

Azithromycin Identity

azithromycinum [INN_la]

J2KLZ20U1M

MFCD00873574 [MDL number]

MFCD01862248 [MDL number]

N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A

Ribotrex

RN6960000

Ultreon

Zistic

Zithromac

(2R,3S,4R,5R,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)-3,5,6,8,10,12,14-heptam

(2R,3S,4R,5R,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)-3,5,6,8,10,12,14-heptameth; yl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-2-ethyl-3,4,10-trihydroxy-13-((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yloxy)-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,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-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,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-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

(2R,3S,4R,5R,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

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)13-((2,6-Dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl)oxy)-1-oxa-6-azacyclopentadecan-15-one

[2R-(2R*,3S*,4R*,5R*,8R*,10R*,11R*,12S*,13S*,14R*)]-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-

11-(4-dimethylamino-3-hydroxy-6-methyl-oxan-2-yl)oxy-2-ethyl-3,4,10-trihydroxy-13-(5-hydroxy-4-methoxy-4,6-dimethyl-oxan-2-yl)oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-ÃŸ-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one

163921-65-1 [RN]

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-

1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-; heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-

5387583 [Beilstein]

83905-01-5?117772-70-0

9-Deoxo-9a-methyl-9a-aza-homoerythromycin A

aritromicina [Spanish]

Azasite

Azenil

Azenil (Trade name)

Azibiot (Trade name)

Azifast

Azigram

Azimakrol

Azin (Trade name)

Azithramycine

Azithrocin (Trade name)

AZITHROMYCIN-D3

azithromycine [French]

Azithromycine [French]

azithromycinum [Latin]

Azithromycinum [Latin]

Azitrocin

Azitromax (Trade name)

Azitromicina [Spanish]

Azitromin

Aziwok

Aztrin (Trade name)

Azyter

BB_NC-1452

BSPBio_002285

CP 62993 |

CP62,993

DCH3

Hemomycin (Trade name)

IDI1_000233

MFCD03266623

Misultina (Trade name)

Penalox (Trade name)

SMR000471864

SPECTRUM1503679

Spectrum5_001867

Sumamed (Trade name)

Sunamed

Tobil

Trezid

Tromix

UNII:J2KLZ20U1M

UNII-J2KLZ20U1M

Vinzam (Trade name)

Zentavion

Zeto

Zifin (Trade name)

ZIT

Zithromax [Trade name] [Wiki]

Zithromycin [Wiki]

Zitrim

Zitrocin (Trade name)

Zitromax [Trade name]

Zitromax Avium 600

Zitrotek

Zmax

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

6197 [DBID]

CP 62993 [DBID]

CP-62993 [DBID]

DRG 0104 [DBID]

XZ 450 [DBID]

75199_FLUKA [DBID]

AIDS007311 [DBID]

AIDS-007311 [DBID]

AIDS208768 [DBID]

AIDS-208768 [DBID]

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Experimental data
Predicted - ACD/Labs
Predicted - ChemAxon
Predicted - Mcule

Experimental Physico-chemical Properties

Experimental Melting Point:

Experimental Solubility:

Miscellaneous

Appearance:

white crystalline powder OU Chemical Safety Data (No longer updated) More details
Stability:

Stable. Incompatible with strong oxidizing agents. OU Chemical Safety Data (No longer updated) More details
Toxicity:

ORL-RAT LD50 > 2000 mg kg-1, ORL-MUS LD50 > 3000 mg kg-1 OU Chemical Safety Data (No longer updated) More details

Safety:

Chemical Class:

A macrolide antibiotic useful for the treatment of bacterial infections. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:2955, CHEBI:2955

Bio Activity:

Antibiotic and protein synthesis inhibitor Hello Bio [HB4336]

Antibiotic. Inhibits 50S ribosomal subunit formation and elongation during transpeptidation to interfere with protein synthesis. Hello Bio [HB4336]

Antibiotic; inhibits 50S ribosomal subunit formation and elongation at transpeptidation Tocris Bioscience 3771

Antibiotics Hello Bio [HB4336]

Anti-infection MedChem Express HY-17506

Anti-infection; MedChem Express HY-17506

Antiparasitic MedChem Express HY-17506

Azithromycin is an antibiotic for inhibition of parasite growth with IC50 of 8.4 ?M.; Target: Antiparasitic; Azithromycin is used to treat many different infections. MedChem Express HY-17506

Cell Biology Tocris Bioscience 3771

Cell Metabolism Tocris Bioscience 3771

DNA, RNA and Protein Synthesis Tocris Bioscience 3771

Macrolide antibiotic. Inhibits 50S ribosomal subunit formation and elongation at transpeptidation step in gram-positive and gram-negative organisms. Orally active with improved pharmacokinetics over e rythromycin in mouse models. Tocris Bioscience 3771

Macrolide antibiotic. Inhibits 50S ribosomal subunit formation and elongation at transpeptidation step in gram-positive and gram-negative organisms. Orally active with improved pharmacokinetics over erythromycin in mouse models. Tocris Bioscience 3771

Macrolide antibiotic. Inhibits 50S ribosomal subunit formation and elongation at transpeptidation step in gram-positive and gram-negative organisms. Orally active with improved pharmacokinetics over erythromycin in mouse models. Inhibits autophagy. Tocris Bioscience 3771

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.2±0.1 g/cm³
Boiling Point:	822.1±65.0 °C at 760 mmHg
Vapour Pressure:	0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization:	136.0±6.0 kJ/mol
Flash Point:	451.0±34.3 °C
Index of Refraction:	1.537
Molar Refractivity:	197.6±0.4 cm³
#H bond acceptors:	14
#H bond donors:	5
#Freely Rotating Bonds:	7
#Rule of 5 Violations:	3

ACD/LogP:	3.33
ACD/LogD (pH 5.5):	-0.79
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	1.00
ACD/LogD (pH 7.4):	1.36
ACD/BCF (pH 7.4):	2.19
ACD/KOC (pH 7.4):	17.32
Polar Surface Area:	180 Å²
Polarizability:	78.3±0.5 10^-24cm³
Surface Tension:	50.6±5.0 dyne/cm
Molar Volume:	632.7±5.0 cm³

Click to predict properties on the Chemicalize site

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Azithromycin

More details:

Experimental Melting Point:

Experimental Solubility:

Appearance:

Stability:

Toxicity:

Safety:

Chemical Class:

Bio Activity:

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