Azithromycin

C38H72N2O12CAS 83905-01-5749.00 g/mol

Open in Covalent MOL file
OOOOOHOOONOHOHNHOHO
AcetalAlcoholEsterEtherLactoneTertiary amine

Properties

Molecular formula
C38H72N2O12
Molar mass
749.00 g/mol
Exact mass
748.5085 Da
Melting point
113–115 °C
pKa
8.74
logP
1.90Crippen estimate
Polar surface area
180.1 Ų
H-bond donors / acceptors
5 / 14
Rotatable bonds
7
Stereocentres
R, R, S, R, R, S, S, S, R, S, R, S, R, R, R, R, R, Sin SMILES atom order

Hazards

Danger
Irritant (GHS07)Health Hazard (GHS08)Environmental Hazard (GHS09)

Aggregated from 122 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P233, P260, P261, P264, P270, P271, P272, P273, P280, P284, P302+P352, P304+P340, P319, P321, P333+P317, P342+P316, P362+P364, P391, P403, P501

Identifiers

CAS number
83905-01-5
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
InChIKey
MQTOSJVFKKJCRP-BICOPXKESA-N
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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

58 names · show all
  • 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)-
  • 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-(2R*,3S*,4R*,5R*,8R*,10R*,11R*,12S*,13S*,14R*)]-
  • (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
  • XZ 405
  • CP 62993
  • Zithromax
  • Zithromac
  • Aruzilina
  • Azenil
  • Arzomicin
  • Azadose
  • Azitrocin
  • Azitromax
  • Aziwok
  • Aztrin
  • Setron
  • Tobil
  • Tromix
  • Ultreon
  • Zeto
  • Zifin
  • Zistic
  • Zitrim
  • Zitromax
  • Azimin
  • Azithral
  • Azomycin
  • Azomycin (macrolide)
  • Sumamed
  • 9-Deoxo-9a-methyl-9a-aza-9a-homoetrythromycin A
  • Trozocina
  • N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A
  • XZ 450
  • Zythromax
  • Azithromycin A
  • Sumazid
  • Zi-factor
  • Zithromax IV
  • Macrozit
  • Hemomycin
  • Aziromycin
  • Aziwin
  • Azee
  • Azisara
  • Xithron
  • Xithrone
  • Durasite
  • AzaSite
  • Zitrocin
  • Auricin
  • Auricin (polyketide antibiotic)
  • Sanhe
  • Shimen
  • Tridosil
  • Azithrocin
  • AZM
  • Macromycin
  • Azatril

Work with Azithromycin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Azithromycin dihydrate117772-70-0Hydrate

Similar compounds

2-Desethyl-2-propylazithromycin763924-54-591 % similar Azithromycin F612069-26-887 % similar Azithromycin B307974-61-483 % similar 9-Deoxo-9a-aza-9a-homoerythromycin A76801-85-982 % similar Erythromycin114-07-879 % similar Erythromycin A oxime13127-18-976 % similar Gamithromycin145435-72-975 % similar Clarithromycin81103-11-974 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook