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

Tổng quan

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.

Thành phần

Nguyên tố Ký hiệu Nguyên tử Khối lượng nguyên tử
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

Thành phần nguyên tố

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%

Công dụng

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

Sự thật thú vị

  • ✦ 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

An toàn

  • ⚠ 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

Tính chất

Loại
organic
Trạng thái
solid
Khối lượng mol
334,39 g/mol
Mật độ
1,4100 g/cm³
Điểm nóng chảy
214,0 °C
Độ hòa tan
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

Còn được gọi là

Benzylpenicillin Penicillin

Hợp chất liên quan

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).