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.^[2] It is given by injection into a muscle.^[2]

Common side effects include pain at the area of injection, rash, nausea, fever, and trouble sleeping.^[2] Severe allergic reactions may occasionally occur.^[2] It is generally safe to use during pregnancy.^[2] It may be used by those who are allergic to penicillin or cephalosporins.^[2] It is in the aminocyclitol class of drugs and works by stopping the making of protein by certain bacteria.^[2]

Spectinomycin was discovered in 1961.^[3] It is on the World Health Organization's List of Essential Medicines.^[4] It is not available in the United States for human use.^[2] It is made from the bacterium Streptomyces spectabilis.^[2]

^ "Antibiotic abbreviations list". Retrieved 22 June 2023.
^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ "Spectinomycin Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 2015-09-24. Retrieved Sep 6, 2015.
^ Textbook of Drug Design and Discovery, Fourth Edition. CRC Press. 2009. p. 438. ISBN 9781439882405. Archived from the original on 2015-10-03.
^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.

[1] "Antibiotic abbreviations list". Retrieved 22 June 2023.

[AHFS2015-2] ^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ "Spectinomycin Hydrochloride". The American Society of Health-System Pharmacists. Archived from the original on 2015-09-24. Retrieved Sep 6, 2015.

[CDC2009-3] Textbook of Drug Design and Discovery, Fourth Edition. CRC Press. 2009. p. 438. ISBN 9781439882405. Archived from the original on 2015-10-03.

[WHO21st-4] World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.

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