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Tetracycline hydrochloride

CAT: 0931-T0912-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0931-T0912-01Size:500 mg
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CAS Number
64-75-5
Target
Ribosome, Antibacterial, Antibiotic
Related Pathways
Microbiology/Virology
Purity
0.9972
Bioactivity
Tetracycline hydrochloride (NCI-c55561) is the hydrochloride salt of the tetracycline, a broad-spectrum naphthacene antibiotic produced semisynthetically from chlortetracycline, an antibiotic isolated from the bacterium Streptomyces aureofaciens. In bacteria, tetracycline blocks binding of aminoacyl-tRNA to the mRNA-ribosome complex, thereby inhibiting protein synthesis and bacterial cell growth. Because naturally, fluorescing tetracycline binds to a newly formed bone at the bone/osteoid interface, tetracycline-labeling of bone and fluorescence microscopy may be used to perform bone histomorphometry.
Smiles
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=C(C(=O)[C@]3(C(=C2C(=O)c2c1cccc2O)O)O)C(=O)N)O)N(C)C)O.Cl
Molecular Formula
C22H24N2O8·HCl
Molecular Weight
480.9
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-

Tetracycline Hydrochloride (internal use) can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number64-75-5
PubChem CID54704426
IUPAC Name(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
Molecular FormulaC22H25ClN2O8
Molecular Weight480.9
Topological Polar Surface Area182
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Heavy Atom Count33
Formal Charge0
Complexity971
SMILES
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl
InChI
InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1
InChIKey
YCIHPQHVWDULOY-FMZCEJRJSA-N
Chemical Structure
2D Structure
2D structure of 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-
CAS: 64-75-5
CID: 54704426
Formula: C22H25ClN2O8
MW: 480.9
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight480.9
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass480.1299435
Monoisotopic Mass480.1299435
Topological Polar Surface Area182 Ų
Heavy Atom Count33
Formal Charge0
Complexity971
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes