|
|
Substance Name: Erythromycin [USP:INN:BAN:JAN]
RN: 114-07-8
UNII: 63937KV33D
InChIKey: ULGZDMOVFRHVEP-RWJQBGPGSA-N
Note
- A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.
Molecular Formula
- C37-H67-N-O13
Molecular Weight
- 733.9303
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Gastrointestinal Agents
- Human Data
- Mutation Data
- Natural Product
- Protein Synthesis Inhibitors
- Reproductive Effect
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Erythromycin
- Erythromycin [USP:INN:BAN:JAN]
MeSH Heading
- Erythromycin
Synonyms
- (3R*,4S*,5S*,6R*,7R*,9R*,11R*,12R*,13S*,14R*)-4-((2,6-Dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl)oxy)-14-ethyl-7,12,13-trihydroxy-3,5,7,9,11,13-hexamethyl-6-((3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl)oxy)oxacyclotetradecane-2,10-dione
- A/T/S
- Abboticin
- Abomacetin
- Acneryne
- Acnesol
- AI3-50138
- Ak-Mycin
- Akne Cordes Losung
- Akne-Mycin
- Aknederm Ery Gel
- Aknemycin
- Aknin
- AustriaS
- C-Solve-2
- CCRIS 9078
- Del-Mycin
- Derimer
- Deripil
- Dotycin
- Dumotrycin
- E-Base
- E-Base (base)
- E-Glades
- E-Mycin
- E-Mycin (base)
- E-solve 2
- EC 204-040-1
- EINECS 204-040-1
- Emgel
- Emu-V
- Emu-Ve
- Emuvin
- Emycin
- Endoeritrin
- Erecin
- Erimycin-T
- Erisone
- Eritomicina
- Eritrocina
- Eritromicina
- Eritromicina [INN-Spanish]
- Ermycin
- Eros
- Ery-B
- Ery-Diolan
- Ery-maxin
- Ery-Tab
- Ery-Tab (base)
- Eryacne
- Eryacnen
- ERYC
- ERYC (base)
- Eryc 125
- Eryc sprinkles
- Eryc-125
- Eryc-250
- Erycen
- Erycette
- Erycin
- Erycinum
- EryDerm
- Erydermer
- Erygel
- Eryhexal
- Erymax
- Erymed
- Erysafe
- Erytab
- Erythra-Derm
- Erythro-Statin
- Erythro-Teva
- Erythrocin
- Erythroderm
- Erythrogran
- Erythroguent
- Erythromast 36
- Erythromid
- Erythromycin
- Erythromycin A
- Erythromycin base
- Erythromycine
- Erythromycine [INN-French]
- Erythromycinum
- Erythromycinum [INN-Latin]
- Erytop
- Erytrociclin
- HSDB 3074
- Ilocaps
- Ilosone (estolate)
- Iloticina
- Ilotycin
- Ilotycin T.S.
- Inderm
- Inderm Gel
- Kesso-Mycin
- Latotryd
- Lederpax
- Mephamycin
- Mercina
- NCI-C55674
- NSC 55929
- Oftalmolosa Cusi Eritromicina
- Oftamolets
- Paediathrocin
- Pantoderm
- Pantodrin
- Pantomicina
- PCE
- PCE Dispertab (base)
- Pharyngocin
- Primacine
- Propiocine
- Proterytrin
- R-P Mycin
- Retcin
- Robimycin
- Romycin
- Sans-acne
- Sansac
- Sentry AQ mardel maracyn
- Skid Gel E
- Staticin
- Stiemicyn
- Stiemycin
- T-Stat
- Taimoxin-F
- Theramycin Z
- Tiloryth
- Tiprocin
- Torlamicina
- Udima Ery Gel
- UNII-63937KV33D
- Wemid
Systematic Names
- Erythromycin
- Erythromycin A
Mixture Names
- Benzamycin
- Staticin
Registry Numbers
CAS Registry Number
- 114-07-8
FDA UNII
- 63937KV33D
Other Registry Number
- 374700-25-1
System Generated Number
- 0000114078
Structure Descriptors
InChI
1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1InChIKey
ULGZDMOVFRHVEP-RWJQBGPGSA-NSmiles
CC[C@H]1OC(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 10mg/kg/1D-I (10mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Annals of Internal Medicine. Vol. 115, Pg. 69, 1991. |
child | TDLo | oral | 250mg/kg (250mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING GASTROINTESTINAL: OTHER CHANGES BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT | Pediatrics. Vol. 90, Pg. 624, 1992. |
dog | LDLo | unreported | > 100mg/kg (100mg/kg) | Antibiotics and Chemotherapy Vol. 2, Pg. 281, 1952. | |
guinea pig | LD50 | intraperitoneal | 413mg/kg (413mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 555, 1952. | |
hamster | LD50 | oral | 3018mg/kg (3018mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 41, Pg. 555, 1952. |
mouse | LD50 | intramuscular | 394mg/kg (394mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 44, Pg. 199, 1955. | |
mouse | LD50 | intraperitoneal | 280mg/kg (280mg/kg) | Journal of Antibiotics. Vol. 43, Pg. 938, 1990. | |
mouse | LD50 | intravenous | 426mg/kg (426mg/kg) | "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 273, 1967. | |
mouse | LD50 | oral | 2580mg/kg (2580mg/kg) | Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 31, Pg. 241, 1974. | |
mouse | LD50 | subcutaneous | 1800mg/kg (1800mg/kg) | Antibiotics and Chemotherapy Vol. 2, Pg. 281, 1952. | |
rat | LD50 | oral | 4600mg/kg (4600mg/kg) | Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 31, Pg. 241, 1974. | |
rat | LDLo | subcutaneous | 427mg/kg (427mg/kg) | Compilation of LD50 Values of New Drugs. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 191 | deg C | EXP | |
pKa Dissociation Constant | 8.88 | (none) | 25 | EXP |
log P (octanol-water) | 3.06 | (none) | EXP | |
Water Solubility | 1.440 | mg/L | 25 | EST |
Vapor Pressure | 2.28E-27 | mm Hg | 25 | EST |
Henry's Law Constant | 5.42E-29 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 4.03E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.