ContaminantDB: Metampicillin sodium

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

Record Information

Version

1.0

Creation Date

2016-05-22 05:23:18 UTC

Update Date

2016-11-09 01:15:50 UTC

Accession Number

CHEM018609

Identification

Common Name

Metampicillin sodium

Class

Small Molecule

Description

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sodium (2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate	ChEBI
Sodium 6beta-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanate	ChEBI
Serfabiotic	Kegg
Sodium (2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	Generator
Sodium 6b-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanate	Generator
Sodium 6b-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acid	Generator
Sodium 6beta-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acid	Generator
Sodium 6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanate	Generator
Sodium 6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acid	Generator
Sodium;(2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-(methylideneamino)-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	Generator
6-(2-methyleneamino-2-phenylacetamido)Penicillanic acid	MeSH
Suvipen	MeSH
Metampicillin	MeSH
Metampicillin sodium	MeSH
Methampicillin, calcium salt (2:1), (2S-(2alpha,5alpha,6beta(s*)))-isomer	MeSH
Methampicillin, sodium salt	MeSH
Methampicillin, monosodium salt, (2S-(2alpha,5alpha,6beta(s*)))-isomer	MeSH
Magnipen	MeSH
Metakes	MeSH
Methampicillin	MeSH

Chemical Formula

C₁₇H₁₈N₃NaO₄S

Average Molecular Mass

383.400 g/mol

Monoisotopic Mass

383.092 g/mol

CAS Registry Number

6489-61-8

IUPAC Name

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

Traditional Name

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

SMILES

[Na+].[H][C@](N=C)(C([O-])=N[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H19N3O4S.Na/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9;/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24);/q;+1/p-1/t10-,11-,12+,15-;/m1./s1

InChI Key

CRTBAVDGJWEWNJ-GKANRWTBSA-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
Penam
Monocyclic benzene moiety
Benzenoid
Beta-lactam
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic alkali metal salt
Organoheterocyclic compound
Thioether
Hemithioaminal
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Dialkylthioether
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic sodium salt
Organic nitrogen compound
Organic oxide
Organic oxygen compound
Organic zwitterion
Organic salt
Imine
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic sodium salt (CHEBI:52063 )

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	0.074 g/L	ALOGPS
logP	2.33	ALOGPS
logP	-0.74	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.17	ChemAxon
pKa (Strongest Basic)	5.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	105.39 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.94 m³·mol⁻¹	ChemAxon
Polarizability	34.99 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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	splash10-02tc-0923000000-729829f7039fe6bc4c2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02t9-1910000000-813b9ce93c0458c4c0f2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-6900000000-593b7345c00ab6df38bf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gba-0490000000-30255812b008a30df4e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-1391000000-5d99e970eb3efe1ee4d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-016r-9620000000-ddc9c06ebea7328de600	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

Not Available

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

Not Available

Chemspider ID

Not Available

ChEBI ID

52063

PubChem Compound ID

25195407

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

Metampicillin sodium (CHEM018609)

Structure for CHEM018609: Metampicillin sodium