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Spectinomycin

CAT: 0931-T75318-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T75318-02Size:5 mg
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CAS Number
1695-77-8
Target
Antibacterial, Antibiotic, Others
Related Pathways
Microbiology/Virology, Others
Bioactivity
Spectinomycin, a broad-spectrum antibiotic, targets and inhibits the growth of various gram-positive and gram-negative organisms by selectively binding to the bacterial ribosome, disrupting protein synthesis. Additionally, it serves as a noncompetitive inhibitor of td intron RNA [1] [2] [3] [4] [5].
Smiles
N(C)[C@@H]1[C@@]2([C@](O[C@]3([C@@](O)(O2)C(=O)C[C@@H](C)O3)[H])([C@@H](O)[C@H](NC)[C@@H]1O)[H])[H]
Molecular Formula
C14H24N2O7
Molecular Weight
332.35
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Spectinomycin

Spectinomycin is a pyranobenzodioxin and antibiotic that is active against gram-negative bacteria and used (as its dihydrochloride pentahydrate) to treat gonorrhea. It is produced by the bacterium Streptomyces spectabilis. It has a role as an antimicrobial agent, an antibacterial drug and a bacterial metabolite. It is a pyranobenzodioxin, a secondary alcohol, a cyclic ketone, a secondary amino compound, a cyclic acetal and a cyclic hemiketal. It is a conjugate base of a spectinomycin(1+) and a spectinomycin(2+).

CAS Number1695-77-8
PubChem CID15541
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
Molecular FormulaC14H24N2O7
Molecular Weight332.35
XLogP-3.1
Topological Polar Surface Area130
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Heavy Atom Count23
Formal Charge0
Complexity478
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
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
InChIKey
UNFWWIHTNXNPBV-WXKVUWSESA-N
Chemical Structure
2D Structure
2D structure of Spectinomycin
CAS: 1695-77-8
CID: 15541
Formula: C14H24N2O7
MW: 332.35
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight332.35
XLogP3-3.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass332.15835111
Monoisotopic Mass332.15835111
Topological Polar Surface Area130 Ų
Heavy Atom Count23
Formal Charge0
Complexity478
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes