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Substance Name: Tetracycline [USP:INN:BAN:JAN]
RN: 60-54-8
UNII: F8VB5M810T
InChIKey: OFVLGDICTFRJMM-WESIUVDSSA-N
Note
- A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.
Molecular Formula
- C22-H24-N2-O8
Molecular Weight
- 444.4376
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Amebic
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Antirickettsial
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Human Data
- Mutation Data
- Protein Synthesis Inhibitors
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Tetracycline
- Tetracycline [USP:INN:BAN:JAN]
MeSH Heading
- Tetracycline
Synonyms
- (4S,4aS,5aS,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
- 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,1 0,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
- 6-Methyl-1,11-dioxy-2-naphthacenecarboxamide
- Abramycin
- Abricycline
- Achromycin
- Achromycin (naphthacene derivative)
- Agromicina
- Ambramicina
- Ambramycin
- Amycin
- Bio-tetra
- Biocycline
- CCRIS 9483
- Cefracycline
- Cefracycline suspension
- Centet (base)
- Ciclibion
- Copharlan
- Criseociclina
- Cyclomycin
- Cyclopar
- Democracin
- Deschlorobiomycin
- EC 200-481-9
- EINECS 200-481-9
- Hostacyclin
- HSDB 3188
- Lexacycline
- Limecycline
- Liquamycin
- Liquamycin (Veterinary)
- Mericycline
- Micycline
- Neocycline
- NSC 108579
- Omegamycin
- Orlycycline
- Panmycin
- Piracaps (base)
- Polycycline
- Polycycline (antibiotic)
- Polycycline (VAN)
- Polyotic
- Purocyclina
- Robitet
- Roviciclina
- SK-Tetracycline
- Solvocin
- Sumycin
- Sumycin syrup
- T-125
- Tetra-co
- Tetrabon
- Tetraciclina
- Tetraciclina [INN-Spanish]
- Tetracycl
- Tetracycline
- Tetracycline I
- Tetracycline II
- Tetracyclinum
- Tetracyclinum [INN-Latin]
- Tetracyn
- Tetradecin
- Tetrafil
- Tetraverine
- Tsiklomistsin
- Tsiklomitsin
- UNII-F8VB5M810T
- Veracin
- Vetacyclinum
- Vetquamycin-324 (free base)
Systematic Names
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-
- 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
- Tetracycline
Superlist Names
- Tetracycline
- Tetracycline (internal use)
Mixture Names
- Mysteclin-F
- Talsutin
Registry Numbers
CAS Registry Number
- 60-54-8
FDA UNII
- F8VB5M810T
Other Registry Number
- 6591-49-7
Related Registry Number
- 64-75-5 (mono-hydrochloride)
System Generated Number
- 0000060548
Structure Descriptors
InChI
InChI=1S/C22H24N2O8/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/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1InChIKey
OFVLGDICTFRJMM-WESIUVDSSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 1875mg/kg (1875mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 109, 1982. | |
mouse | LD50 | intraperitoneal | 120mg/kg (120mg/kg) | "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 134, 1967. | |
mouse | LD50 | intravenous | 157mg/kg (157mg/kg) | Farmaco, Edizione Scientifica. Vol. 10, Pg. 346, 1955. | |
mouse | LD50 | oral | 678mg/kg (678mg/kg) | American Journal of Tropical Medicine and Hygiene. Vol. 2, Pg. 254, 1953. | |
mouse | LD50 | subcutaneous | 400mg/kg (400mg/kg) | "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 3, Pg. 42, 1980. | |
rat | LD50 | intraperitoneal | 310mg/kg (310mg/kg) | Drugs in Japan Vol. 6, Pg. 493, 1982. | |
rat | LD50 | intravenous | 129mg/kg (129mg/kg) | Antibiotics and Chemotherapy Vol. 4, Pg. 411, 1954. | |
rat | LD50 | oral | 807mg/kg (807mg/kg) | Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971. | |
women | LDLo | multiple routes | 310mg/kg (310mg/kg) | LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" GASTROINTESTINAL: NAUSEA OR VOMITING | New England Journal of Medicine. Vol. 270, Pg. 157, 1964. |
women | TDLo | oral | 600mg/kg/15D (600mg/kg) | KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Southern Medical Journal. Vol. 71, Pg. 961, 1978. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 172.5 dec | deg C | EXP | |
pKa Dissociation Constant | 3.3 | (none) | 25 | EXP |
log P (octanol-water) | -1.30E+00 | (none) | EXP | |
Water Solubility | 231 | mg/L | 25 | EXP |
Vapor Pressure | 3.09E-23 | mm Hg | 25 | EST |
Henry's Law Constant | 4.66E-24 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.56E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.