Penicillin 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

Обзор

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.

Состав

Элемент Символ Атомы Атомная масса
Hydrogen H 18 1,0080
Carbon C 16 12,0110
Nitrogen N 2 14,0070
Oxygen O 4 15,9990
Sulfur S 1 32,0600

Элементный состав

H
Hydrogen ×18
5,4%
C
Carbon ×16
57,5%
N
Nitrogen ×2
8,4%
O
Oxygen ×4
19,1%
S
Sulfur ×1
9,6%

Применение

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

Интересные факты

  • ✦ 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

Безопасность

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

Structure

SMILES

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

Свойства

Тип
organic
Состояние
solid
Молярная масса
334,39 g/mol
Плотность
1,4100 g/cm³
Температура плавления
214,0 °C
Растворимость
soluble

Molecular Descriptors

Exact Mass
334,0987
XLogP
1,8
TPSA
112,0 Ų
H-Bond Donors
2
H-Bond Acceptors
5
Rotatable Bonds
4
Heavy Atoms
23
Complexity
530,0

Также известен как

Benzylpenicillin Penicillin

Связанные соединения

Caffeine

C₈H₁₀N₄O₂

Coumarin

C₉H₆O₂

Acetone

(CH₃)₂CO

Acrylic Acid

C₃H₄O₂

Cysteine

C₃H₇NO₂S

DDT

C₁₄H₉Cl₅

Alanine

C₃H₇NO₂

Diazepam

C₁₆H₁₃ClN₂O

Dichloromethane

CH₂Cl₂

Butane

C₄H₁₀

Frequently Asked Questions

What is Penicillin G?
Penicillin 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 Penicillin G?
Penicillin G has a molar mass of 334.39 g/mol.
What state is Penicillin G at room temperature?
Penicillin G is a solid at room temperature.
Is Penicillin G organic or inorganic?
Penicillin G is classified as an organic compound.
What elements make up Penicillin G?
Penicillin G (C₁₆H₁₈N₂O₄S) is composed of Hydrogen (H), Carbon (C), Nitrogen (N), Oxygen (O), Sulfur (S).