Spectinomycin

Spectinomycin

Clinical data
Trade names	Trobicin
AHFS/Drugs.com	Monograph
Pregnancy category	US: B (No risk in non-human studies)
ATC code	J01XX04 (WHO)
Legal status
Legal status	US: not available
Identifiers
IUPAC name (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one
Synonyms	(2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one
CAS Number	1695-77-8 Y
PubChem CID	15541
DrugBank	DB00919 Y
ChemSpider	14785 Y
UNII	93AKI1U6QF
KEGG	D08526 Y
ChEBI	CHEBI:9215 N
ChEMBL	CHEMBL1167 Y
ECHA InfoCard	100.015.374
Chemical and physical data
Formula	C14H24N2O7
Molar mass	332.35 g/mol
3D model (Jmol)	Interactive image
SMILES O=C1[C@@]2(O[C@@H]3[C@@H](NC)[C@@H](O)[C@@H](NC)[C@H](O)[C@H]3O[C@@H]2O[C@@H](C1)C)O
InChI InChI=1S/C14H24N2O7/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14/h5,7-13,15-16,18-20H,4H2,1-3H3/t5-,7-,8+,9+,10+,11-,12-,13+,14+/m1/s1 Y Key:UNFWWIHTNXNPBV-WXKVUWSESA-N Y
NY (what is this?)

Spectinomycin, sold under the tradename Trobicin among others, is an antibiotic useful for the treatment of gonorrhea infections. It is given by injection into a muscle.

Common side effects include pain at the area of injection, rash, nausea, fever, and trouble sleeping. Severe allergic reactions may occasionally occur. It is generally safe to use during pregnancy. It may be used by those who are allergic to penicillin or cephalosporins. It is in the aminocyclitol class of drugs and works by stopping the making of protein by certain bacteria.

Spectinomycin was discovered 1961. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. The wholesale cost in the developing world is about US$5 per dose. It is not available in the United States. It is made from the bacterium Streptomyces spectabilis.

It is given by intramuscular injection to treat gonorrhea, especially in patients who are allergic to penicillins.

This antibiotic is no longer available in the United States.

Side effects include itching, chills, stomach ache, and red rash.

Spectinomycin binds to the 30S subunit of the bacterial ribosome and interrupts protein synthesis. One form of resistance has emerged in the 16S ribosomal RNA in .