Spectinomycin

Spectinomycin
Clinical data
Trade names	Trobicin
Other names	(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 , SPT/SPE/SC/SP
AHFS/Drugs.com	Monograph
Routes of; administration	IM
ATC code	J01XX04 (WHO) ;
Legal status
Legal status	US: not available;
Identifiers
	IUPAC name (1R,3S,5R,8R,10S,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;
CAS Number	1695-77-8 ;
PubChem CID	15541;
DrugBank	DB00919 ;
ChemSpider	14785 ;
UNII	93AKI1U6QF;
KEGG	D08526 ;
ChEBI	CHEBI:9215 ;
ChEMBL	ChEMBL1167 ;
CompTox Dashboard (EPA)	DTXSID9023592 ;
ECHA InfoCard	100.015.374
Chemical and physical data
Formula	C14H24N2O7
Molar mass	332.353 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	184 to 194 °C (363 to 381 °F)
	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 ; Key:UNFWWIHTNXNPBV-WXKVUWSESA-N ;
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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 in 1961. It is on the World Health Organization's List of Essential Medicines. It is not available in the United States for human use. It is made from the bacterium Streptomyces spectabilis.

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