API reference

Tigecycline

CAS number
220620-09-7
Molecular formula
C29H39N5O8
Molecular weight
585.6 g/mol
Tigecycline — 2D structure
2D structure (PubChem)

About this molecule

Tigecycline is tetracycline in which the hydroxy group at position 5 and the methyl group at position 6 are replaced by hydrogen, and with a dimethylamino substituent and an (N-tert-butylglycyl)amino substituent at positions 7 and 9, respectively. A glycylcycline antibiotic, it has activity against a broad range of Gram-positive and Gram-negative bacteria, including tetracycline-resistant organisms. It is used for the intravenous treatment of complicated skin and skin structure infections caused by susceptible organisms. It has a role as an antibacterial drug. It is a tertiary alpha-hydroxy ketone and a member of tetracyclines. It is a conjugate base of a tigecycline(1+).

Source: ChEBI, via PubChem.

Identifiers

IUPAC name
(4S,4aS,5aR,12aR)-9-[[2-(tert-butylamino)acetyl]amino]-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
InChIKey
SOVUOXKZCCAWOJ-HJYUBDRYSA-N
SMILES
CC(C)(C)NCC(=O)NC1=CC(=C2C[C@H]3C[C@H]4[C@@H](C(=O)C(=C([C@]4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C
PubChem CID
54686904

Also known as

Tigecycline · Tygacil · TBG-MINO · GAR-936 · GAR-936,Tigecycline · Tigilcycline · Tygacil(TM) · GAR 936

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