Tigecycline, Glycylcycline antibiotic

Key facts

CAS number

220620-09-7

Purity

>99%

Form

Solid

form

Molecular weight

585.6 Da

Molecular formula

C₂₉H₃₉N₅O₈

PubChem

54686904

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Tigecycline

Biological description

Glycylcycline antibiotic. Active against Gram-negative and Gram-positive bacteria. Active in vivo. Active against multi-drug resistant pathogens.

Canonical smiles

CC(C)(C)NCC(=O)NC1=CC(=C2CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C

Isomeric 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

InChi

InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36-37,40,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1

InChiKey

SOVUOXKZCCAWOJ-HJYUBDRYSA-N

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