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(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrate
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ChemBase ID:
153449
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Molecular Formular:
C22H26N2O10
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Molecular Mass:
478.44924
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Monoisotopic Mass:
478.15874504
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SMILES and InChIs
SMILES:
C[C@]1(c2cccc(c2C(=O)C2=C([C@]3([C@@H]([C@H]([C@H]12)O)[C@@H](C(=C(C3=O)C(=O)N)O)N(C)C)O)O)O)O.O
Canonical SMILES:
CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1[C@@H](O)[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C.O
InChI:
InChI=1S/C22H24N2O9.H2O/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H2/t12-,13-,14+,17+,21-,22+;/m1./s1
InChIKey:
IBZHEBHGZFICKS-IFLJXUKPSA-N
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Cite this record
CBID:153449 http://www.chembase.cn/molecule-153449.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrate
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IUPAC Traditional name
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Synonyms
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Oxytetracycline dihydrate
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土霉素 二水合物
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CAS Number
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EC Number
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MDL Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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0.24295226
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H Acceptors
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10
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H Donor
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7
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LogD (pH = 5.5)
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-5.5841894
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LogD (pH = 7.4)
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-7.485068
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Log P
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-4.5983834
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Molar Refractivity
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115.3982 cm3
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Polarizability
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43.880726 Å3
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Polar Surface Area
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201.85 Å2
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Rotatable Bonds
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2
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
O5750
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Biochem/physiol Actions Antibiotic produced by Streptomyces rimosus.Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.Mode of Resistance: Active efflux, ribosome protection, tetracycline inactivation. |
Sigma Aldrich -
O4636
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Biochem/physiol Actions Antibiotic produced by Streptomyces rimosus.Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.Mode of Resistance: Active efflux, ribosome protection, tetracycline inactivation. Oxytetracycline inhibits translation, which results in cell death. It binds to the 30S ribosomal subunit and prevents the amino-acyl Trna from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic so it can easily pass through a cell membrane and passively diffuses through channels in the bacterial membrane. Application Oxytetracycline is a tetracycline analog isolated from the actinomycete Streptomyces rimosus. Oxytetracycline is an antibiotic indicated for treatment of infections caused by Gram positive and Gram negative microorganisms such as Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae. It is used in studies on the oxytetracycline-resistance gene (otrA). It is used for fluorescence measurements of hepatocytes1. |
PATENTS
PATENTS
PubChem Patent
Google Patent