Erythromycin is an antibiotic useful for the treatment of a number of bacterial infections.[2] This includes respiratory tract infections, skin infections, chlamydia infections, and syphilis. It may also be used during pregnancy to prevent Group B streptococcal infection in the newborn.[2] Erythromycin may be used to improve delayed stomach emptying.[3] It can be given intravenously and by mouth.[2] An eye ointment is routinely recommended after delivery to prevent eye infections in the newborn.[4]
Starting at
(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-
{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}- 14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)- 5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}- 3,5,7,9,11,13-hexamethyl-1-oxacyclotetradecane-2,10-dione |
Trade names | Eryc, Erythrocin, others[2] |
AHFS/Drugs.com | monograph |
MedlinePlus | a682381 |
Pregnancy category |
AU: A [1] US: B (No risk in non-human studies) [2] |
Legal status |
AU: S4 (Prescription only) UK: POM (Prescription only) US: ℞-only |
Routes of administration |
oral, iv, im, topical, eye drops |
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Bioavailability | Depends on the ester type between 30% – 65% |
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Protein binding | 90% |
Metabolism | liver (under 5% excreted unchanged) |
Biological half-life | 1.5 hours |
Excretion | bile |
CAS Number | 114-07-8 |
ATC code | D10AF02 J01FA01 S01AA17 QJ51FA01 |
PubChem | CID: 3255 |
IUPHAR/BPS | 1456 |
DrugBank | DB00199 |
ChemSpider | 12041 |
UNII | 63937KV33D |
KEGG | D00140 |
ChEBI | CHEBI:42355 |
ChEMBL | CHEMBL532 |
Formula | C37H67NO13 |
Molecular mass | 733.94 g·mol−1 |
SMILES[show] | |
InChI[show] |