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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H18N2O4S2
Molecular Weight 330.423
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALMECILLIN

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CSCC=C)C(O)=O

InChI

InChIKey=QULKGELYPOJSLP-WCABBAIRSA-N
InChI=1S/C13H18N2O4S2/c1-4-5-20-6-7(16)14-8-10(17)15-9(12(18)19)13(2,3)21-11(8)15/h4,8-9,11H,1,5-6H2,2-3H3,(H,14,16)(H,18,19)/t8-,9+,11-/m1/s1

HIDE SMILES / InChI
Molecular Formula C13H18N2O4S2
Molecular Weight 330.423
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

ALMECILLIN (also known as penicillin O) is an antibiotic that can be safely substituted for penicillin G in instances of hypersensitivity reactions to the latter.

Approval Year

1950
102
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Not Provided
504
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
1000000 unit 1 times / day multiple, intramuscular
Highest studied dose
Dose: 1000000 unit, 1 times / day
Route: intramuscular
Route: multiple
Dose: 1000000 unit, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
unhealthy, 23 years
n = 1
Health Status: unhealthy
Condition: rheumatoid spondylitis
Age Group: 23 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
Other AEs: Nausea, Increased salivation...
Other AEs:
Nausea (mild)
Increased salivation
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
600000 unit single, intramuscular
Dose: 600000 unit
Route: intramuscular
Route: single
Dose: 600000 unit
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
unhealthy, 23 years
n = 1
Health Status: unhealthy
Condition: rheumatoid spondylitis
Age Group: 23 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
Disc. AE: Anaphylactic shock...
AEs leading to
discontinuation/dose reduction:
Anaphylactic shock (severe)
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
AEs

AEs

AESignificanceDosePopulation
Increased salivation
1000000 unit 1 times / day multiple, intramuscular
Highest studied dose
Dose: 1000000 unit, 1 times / day
Route: intramuscular
Route: multiple
Dose: 1000000 unit, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
unhealthy, 23 years
n = 1
Health Status: unhealthy
Condition: rheumatoid spondylitis
Age Group: 23 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
Nausea mild
1000000 unit 1 times / day multiple, intramuscular
Highest studied dose
Dose: 1000000 unit, 1 times / day
Route: intramuscular
Route: multiple
Dose: 1000000 unit, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
unhealthy, 23 years
n = 1
Health Status: unhealthy
Condition: rheumatoid spondylitis
Age Group: 23 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
Anaphylactic shock severe
Disc. AE
600000 unit single, intramuscular
Dose: 600000 unit
Route: intramuscular
Route: single
Dose: 600000 unit
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
unhealthy, 23 years
n = 1
Health Status: unhealthy
Condition: rheumatoid spondylitis
Age Group: 23 years
Sex: M
Population Size: 1
Sources:
https://pubmed.ncbi.nlm.nih.gov/13182618
Sourcing

Sourcing

Vendor/AggregatorIDURL
ABI Chem
AC1L2G0T
Alfa Chemistry
87-09-2
https://www.alfa-chemistry.com/cas_87-09-2.htm
ChemMol
99171458
http://www.chemmol.com/chemmol/99171458.html
ChemTik
CTK3E8703
Compound Cloud
71365
NovoSeek
71365
ZINC
ZINC000004214768
http://zinc15.docking.org/substances/ZINC000004214768
eMolecules
260188440
PubMed

PubMed

TitleDatePubMed
Use of penicillin O in patients hypersensitive to pencilling G.
1950 Jul 1
Clinical and pharmacologic studies with allylmercaptomethyl penicillin (penicillin O).
1951 Aug
Studies on the mechanism of the formation of the penicillin antigen. I. Delayed allergic cross-reactions among penicillin G and its degradation products.
1960 Dec 1
Some immunochemical properties of penicillenic acid. An antigenic determinant derived from penicillin.
1960 Dec 1
Patents

Patents

JPH0349690A
3
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:45:27 GMT 2023
Edited
by admin
on Fri Dec 15 15:45:27 GMT 2023
Record UNII
6246WH0S1O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALMECILLIN
INN  
INN  
Official Name English
ALLYLMERCAPTOMETHYLPENICILLIN
Common Name English
((ALLYLTHIO)METHYL) PENICILLIN
Common Name English
ALLYLMERCAPTOMETHYLPENICILLINIC ACID
Common Name English
almecillin [INN]
Common Name English
PENICILLIN AT
Common Name English
3,3-DIMETHYL-7-OXO-6-(((2-PROPENYLTHIO)ACETYL)AMINO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
Systematic Name English
PENICILLIN O [MI]
Common Name English
(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(((2-PROPENYLTHIO)ACETYL)AMINO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
Systematic Name English
PENICILLIN O
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
Code System Code Type Description
INN
1575
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
MERCK INDEX
m8478
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C80247
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
CHEBI
51207
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID50236034
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105909
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
PUBCHEM
71365
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
CAS
87-09-2
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
FDA UNII
6246WH0S1O
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
SMS_ID
100000087440
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
DRUG CENTRAL
3422
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
WIKIPEDIA
Almecillin
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
EVMPD
SUB05345MIG
Created by admin on Fri Dec 15 15:45:27 GMT 2023 , Edited by admin on Fri Dec 15 15:45:27 GMT 2023
PRIMARY
Related Record Type Details
Structure of ALMECILLIN POTASSIUM
SALT/SOLVATE -> PARENT
Structure of ALMECILLIN SODIUM
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of ALMECILLIN
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