ContaminantDB: Penicillin VK

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:29:44 UTC

Update Date

2016-11-09 01:15:23 UTC

Accession Number

CHEM016383

Identification

Common Name

Penicillin VK

Class

Small Molecule

Description

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Penicillin V potassium	ChEBI
Penicillin VK	ChEBI
Veetids	Kegg
Potassium;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	Generator
Apocillin	MeSH
Beromycin	MeSH
Penicillin beromycin	MeSH
Penicillin V sodium	MeSH
V Cillin K	MeSH
V-Cillin K	MeSH
Betapen	MeSH
Penicillin V	MeSH
Penicillin, phenoxymethyl	MeSH
Phenoxymethyl penicillin	MeSH
Vegacillin	MeSH
Berromycin, penicillin	MeSH
Phenoxymethylpenicillin	MeSH
Pen VK	MeSH
Potassium, penicillin V	MeSH
Beromycin, penicillin	MeSH
Penicillin berromycin	MeSH
Fenoxymethylpenicillin	MeSH
Sodium, penicillin V	MeSH
V Sodium, penicillin	MeSH
VCillin K	MeSH

Chemical Formula

C₁₆H₁₇KN₂O₅S

Average Molecular Mass

388.480 g/mol

Monoisotopic Mass

388.050 g/mol

CAS Registry Number

132-98-9

IUPAC Name

potassium N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-phenoxyethanecarboximidate

Traditional Name

potassium N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-phenoxyethanecarboximidate

SMILES

[K+].[H][C@]12SC(C)(C)[C@@]([H])(N1C(=O)[C@@]2([H])N=C([O-])COC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C16H18N2O5S.K/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);/q;+1/p-1/t11-,12+,14-;/m1./s1

InChI Key

HCTVWSOKIJULET-LQDWTQKMSA-M

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Phenoxy compound
Penam
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Ether
Azacycle
Monocarboxylic acid or derivatives
Organic alkali metal salt
Organoheterocyclic compound
Dialkylthioether
Thioether
Hemithioaminal
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic potassium salt
Organic salt
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organic zwitterion
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic potassium salt (CHEBI:7967 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	1.96	ALOGPS
logP	1.58	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.17	ChemAxon
pKa (Strongest Basic)	-0.14	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.26 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	96.84 m³·mol⁻¹	ChemAxon
Polarizability	34.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01qi-1947000000-94082b3fde716380a081	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-2910000000-f30951a07eec335d7f63	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-9700000000-f1f8d26299120427b6e8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4u-0961000000-d5e683548a998665563a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-4491000000-3bf8af35f4a534e0339a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-335f9a8da309db8c8667	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT000299

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Phenoxymethylpenicillin

Chemspider ID

Not Available

ChEBI ID

7967

PubChem Compound ID

Not Available

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Penicillin VK (CHEM016383)

Structure for CHEM016383: Penicillin VK