Spectinomycin hydrochloride pentahydrate, aminocylcitol antibiotic

Key facts

CAS number

21736-83-4

Purity

>98%

Form

Solid

form

Source

Streptomyces spectabilis

Molecular weight

368.81 Da

Molecular formula

C₁₄H₂₅ClN₂O₇

PubChem

64769

Nature

Native

Solubility

Soluble in water to 100 mM

Biochemical name

Spectinomycin hydrochloride

Biological description

An aminocyclcitol antibiotic. Active against Gram-positive and Gram-negative bacteria. Binds the 30S ribosome subunit and interrupts protein synthesis by interfering with peptidyl tRNA translocation.

Canonical smiles

CC1CC(=O)C2(C(O1)OC3C(C(C(C(C3O2)NC)O)NC)O)O.Cl

Isomeric smiles

C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]3[C@H]([C@@H]([C@@H]([C@@H]([C@H]3O2)NC)O)NC)O)O.Cl

InChi

InChI=1S/C14H24N2O7.ClH/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;1H/t5-,7-,8+,9+,10+,11-,12-,13+,14+;/m1./s1

InChiKey

BIPVCOUVVAMJMZ-MTTMTQIXSA-N

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;hydrochloride