Home/Chemicals/83905-01-5

Chemical substance record

Azithromycin

83905-01-5C₃₈H₇₂N₂O₁₂748.996 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A macrolide antibiotic useful for the treatment of bacterial infections. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	83905-01-5	ChEBI ↗
Molecular formula	C₃₈H₇₂N₂O₁₂	ChEBI ↗
Molar mass	748.996 g/mol	ChEBI ↗
Monoisotopic mass	748.50853 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:2955	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	749.0 g/mol	PubChem ↗
Exact mass	748.50852574 Da	PubChem ↗
Computed XLogP	4	PubChem ↗
Topological polar surface area (Å²)	180	PubChem ↗
H-bond donors	5	PubChem ↗
H-bond acceptors	14	PubChem ↗
Rotatable bonds	7	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

azithromycin

IUPAC name

(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)-beta-D-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranoside

InChIKey

MQTOSJVFKKJCRP-BICOPXKESA-N

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1

Names & synonyms

AzenilAzifastAzigramAzimakrolazithromycineazithromycinumazitromicinaAzitrominHemomycinZithromaxZmax

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

macrolide antibioticChEBI parent class · 25105 ↗

ester organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antiviral agentantitubercular agentantimicrobial agentantibacterial agentantiinfective agentantiparasitic agentanalgesiccardiovascular drugantineoplastic agentxenobiotic

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00133512 mol

Uses 748.996 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 38 atoms

60.94%

O

Oxygen · 12 atoms

25.63%

H

Hydrogen · 72 atoms

9.69%

N

Nitrogen · 2 atoms

3.74%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Theoretical study of selective methylation in the synthesis of azithromycin. ↗Journal of computer-aided molecular design · 2004 Jan · PMID 15143799

Azithromycin for acute lower respiratory tract infections. ↗The Cochrane database of systematic reviews · 2008 Jan 23 · PMID 18253999

BE892357 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US4517359 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:2955

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 447043 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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