Penicilina G

C₁₆H₁₈N₂O₄S

IUPAC: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

CAS: 61-33-6

Descripción general

Penicillin G was the first antibiotic discovered, by Alexander Fleming in 1928 from the mold Penicillium notatum. It works by inhibiting bacterial cell wall synthesis. Its discovery revolutionized medicine and has saved an estimated 200 million lives.

Composición

Elemento Símbolo Átomos Masa atómica
Hidrógeno H 18 1,0080
Carbono C 16 12,0110
Nitrógeno N 2 14,0070
Oxígeno O 4 15,9990
Azufre S 1 32,0600

Composición elemental

H
Hidrógeno ×18
5,4%
C
Carbono ×16
57,5%
N
Nitrógeno ×2
8,4%
O
Oxígeno ×4
19,1%
S
Azufre ×1
9,6%

Usos

  • • Antibiotic for bacterial infections
  • • Syphilis treatment
  • • Streptococcal infection treatment
  • • Starting material for semi-synthetic penicillins

Datos curiosos

  • ✦ Fleming noticed mold contamination on a Petri dish had killed surrounding bacteria, leading to penicillin's discovery
  • ✦ Mass production of penicillin saved countless lives during World War II

Seguridad

  • ⚠ Allergic reactions (up to 10% of population)
  • ⚠ Anaphylaxis in severe cases
  • ⚠ Antibiotic resistance

Estructura

SMILES

CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C

Propiedades

Tipo
organic
Estado
solid
Masa molar
334,39 g/mol
Densidad
1,4100 g/cm³
Punto de fusión
214,0 °C
Solubilidad
soluble

Descriptores moleculares

Masa exacta
334,0987
XLogP
1,8
TPSA
112,0 Ų
Donadores de enlace de hidrógeno
2
Aceptores de enlace de hidrógeno
5
Enlaces rotables
4
Átomos pesados
23
Complejidad
530,0

También conocido como

Benzylpenicillin Penicillin

Compuestos relacionados

1,2-Dicloroetano

C₂H₄Cl₂

1,3-Butadieno

C₄H₆

1,4-Dioxano

C₄H₈O₂

1-Butanol

C₄H₁₀O

2-Propanol

C₃H₈O

Acetaldehído

CH₃CHO

Acetamida

C₂H₅NO

Acetato de butilo

C₆H₁₂O₂

Acetato de etilo

C₄H₈O₂

Acetato de vinilo

C₄H₆O₂

Frequently Asked Questions

What is Penicilina G?
Penicilina G (C₁₆H₁₈N₂O₄S) is a organic compound with the IUPAC name (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid.
What is the molecular weight of Penicilina G?
Penicilina G has a molar mass of 334.39 g/mol.
What state is Penicilina G at room temperature?
Penicilina G is a solid at room temperature.
Is Penicilina G organic or inorganic?
Penicilina G is classified as an organic compound.
What elements make up Penicilina G?
Penicilina G (C₁₆H₁₈N₂O₄S) is composed of Hidrógeno (H), Carbono (C), Nitrógeno (N), Oxígeno (O), Azufre (S).