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Substance Name: Penicillin V [USAN:USP]
RN: 87-08-1
UNII: Z61I075U2W
InChIKey: BPLBGHOLXOTWMN-MBNYWOFBSA-N
Note
- A broad-spectrum penicillin antibiotic used orally in the treatment of mild to moderate infections by susceptible gram-positive organisms.
Molecular Formula
- C16-H18-N2-O5-S
Molecular Weight
- 350.3932
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Bacterial Agents
- Anti-Infective Agents
- Antibacterial
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
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Names and Synonyms
Name of Substance
- Penicillin V
- Penicillin V [USAN:USP]
- Phenoxymethylpenicillin [INN]
MeSH Heading
- Penicillin V
Synonyms
- (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 3,3-Dimethyl-7-oxo-6-((phenyloxyacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
- 4-27-00-05884 (Beilstein Handbook Reference)
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-
- 6-Phenoxyacetamidopenicillanic acid
- Acipen V
- Apopen
- Beromycin
- BRN 0096259
- Calcipen
- CCRIS 752
- Compocillin V
- Crystapen V
- Distaquaine V
- EINECS 201-722-0
- Eskacillian V
- Eskacillin V
- Fenacilin
- Fenospen
- Fenossimetilpenicillina
- Fenossimetilpenicillina [DCIT]
- Fenoximetilpenicilina
- Fenoximetilpenicilina [INN-Spanish]
- Fenoxypen
- HSDB 6314
- Meropenin
- Oracillin
- Oratren
- Ospen
- P-Mega-Tablinen
- Pen-Oral
- Pen-V
- Pen-Vee
- Penicillin phenoxymethyl
- Penicillin V
- Phenocillin
- Phenomycilline
- Phenopenicillin
- Phenoximethylpenicillinum
- Phenoxymethyl penicillin
- Phenoxymethylenepenicillinic acid
- Phenoxymethylpenicillin
- Phenoxymethylpenicilline
- Phenoxymethylpenicilline [INN-French]
- Phenoxymethylpenicillinic acid
- Phenoxymethylpenicillinum
- Phenoxymethylpenicillinum [INN-Latin]
- Rocilin
- Stabicillin
- UNII-Z61I075U2W
- V-Cil
- V-Cillin
- V-Cylina
- V-Cyline
- V-Tablopen
- Vebecillin
Systematic Names
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S,5R,6R)-
- 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-
- Penicillanic acid, 6-phenoxyacetamido-
- Penicillin V
- Phenoxymethylpenicillin
Registry Numbers
CAS Registry Number
- 87-08-1
FDA UNII
- Z61I075U2W
Related Registry Numbers
- 1098-87-9 (mono-hydrochloride salt)
- 132-98-9 (mono-potassium salt)
- 147-48-8 (mono-hydrochloride salt)
System Generated Number
- 0000087081
Structure Descriptors
InChI
InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1InChIKey
BPLBGHOLXOTWMN-MBNYWOFBSA-NSmiles
CC1(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | intramuscular | 1096mg/kg (1096mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
guinea pig | LD50 | intraperitoneal | 822mg/kg (822mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
mouse | LD50 | intramuscular | > 1775mg/kg (1775mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
mouse | LD50 | intraperitoneal | 1351mg/kg (1351mg/kg) | Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956. | |
mouse | LD50 | oral | 6578mg/kg (6578mg/kg) | Antibiotiki. Vol. 3(4), Pg. 37, 1958. | |
mouse | LD50 | subcutaneous | > 4gm/kg (4000mg/kg) | Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956. | |
rat | LD50 | intramuscular | > 1600mg/kg (1600mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
rat | LD50 | intraperitoneal | > 2gm/kg (2000mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
rat | LD50 | intravenous | > 1775mg/kg (1775mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
rat | LD50 | oral | > 2220mg/kg (2220mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956. |
women | TDLo | oral | 10mg/kg/2D (10mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" LIVER: LIVER FUNCTION TESTS IMPAIRED | Lancet. Vol. 2, Pg. 1297, 1976. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 2.79 | (none) | EXP | |
log P (octanol-water) | 2.09 | (none) | EXP | |
Water Solubility | 101 | mg/L | 25 | EST |
Vapor Pressure | 1.06E-12 | mm Hg | 25 | EST |
Henry's Law Constant | 4.42E-15 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 8.99E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.