FComEx: Azythromycin (PC000565)

Record Information

Version

1.0

Creation date

2015-10-09 22:31:19 UTC

Update date

2017-01-19 02:36:28 UTC

FoodComEx ID

PC000565

FoodDB Record

FDB022735

Chemical Information

Name

Azythromycin

Description

Azithromycin is an azalide, a subclass of macrolide antibiotics. Azithromycin is derived from erythromycin; however, it differs chemically from erythromycin in that a methyl-substituted nitrogen atom is incorporated into the lactone ring, thus making the lactone ring 15-membered. Azithromycin is sold under the brand names Zithromax ("Zmax") and Sumamed, and is one of the world's best-selling antibiotics. Azithromycin is used to treat certain bacterial infections, most often bacteria causing middle ear infections, tonsillitis, throat infections, laryngitis, bronchitis, pneumonia and sinusitis. It is also effective against certain sexually transmitted infectious diseases, such as non-gonococcal urethritis and cervicitis. [HMDB]

CAS Number

83905-01-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Azithramycine	hmdb
Azithromycin	hmdb
Azithromycin (AIDS Initiative)	hmdb
Azithromycin dihydrate	hmdb
Azithromycin plus Tumor Necrosis Factor	hmdb
Azithromycin Sterile	hmdb
Azithromycine	hmdb
N,N-dimethyl-4-amino-benzaldehyde	hmdb
ZIT	hmdb
Zithromax	hmdb

Chemical Formula

C38H72N2O12

IUPAC name

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

InChI Identifier

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+/m0/s1

InChI Key

MQTOSJVFKKJCRP-HHZDEWPHSA-N

Isomeric 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]([C@@H]2O)N(C)C)[C@@](C)(O)C[C@H](C)CN(C)[C@@H](C)[C@@H](O)[C@]1(C)O

Average Molecular Weight

748.9845

Monoisotopic Molecular Weight

748.508525778

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class