ContaminantDB: 7-Aminodeacetoxycephalosporanic acid

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

Record Information

Version

1.0

Creation Date

2016-05-22 07:19:22 UTC

Update Date

2016-11-09 01:16:15 UTC

Accession Number

CHEM020685

Identification

Common Name

7-Aminodeacetoxycephalosporanic acid

Class

Small Molecule

Description

A cephem monocarboxylic acid derivative having a structure based on cephalosporanic acid, deacetoxylated and carrying a 7beta-amino group.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Methyl-7-amino-Delta(3)-cephem-4-carboxylic acid	ChEBI
3-Methyl-7-aminoceph-3-em-4-carboxylic acid	ChEBI
3-Methyl-7beta-amino-Delta(3)-cephem-4-carboxylic acid	ChEBI
3-Methyl-7beta-aminoceph-3-em-4-carboxylic acid	ChEBI
7-ADCA	ChEBI
7-Amino-3-methyl-3-cephem-4-carboxylic acid	ChEBI
7-Amino-3-methyl-Delta(3)-cephem-4-carboxylic acid	ChEBI
7-Amino-3-methylceph-3-em-4-carboxylic acid	ChEBI
7-Aminodeacetoxycephalosporanic acid	ChEBI
7-Aminodesacetoxycephalosporanic acid	ChEBI
7beta-Amino-3-methyl-3-cephem-4-carboxylic acid	ChEBI
7beta-Amino-3-methyl-Delta(3)-cephem-4-carboxylic acid	ChEBI
7beta-Amino-3-methylceph-3-em-4-carboxylic acid	ChEBI
3-Methyl-7-amino-delta(3)-cephem-4-carboxylate	Generator
3-Methyl-7-amino-δ(3)-cephem-4-carboxylate	Generator
3-Methyl-7-amino-δ(3)-cephem-4-carboxylic acid	Generator
3-Methyl-7-aminoceph-3-em-4-carboxylate	Generator
3-Methyl-7b-amino-delta(3)-cephem-4-carboxylate	Generator
3-Methyl-7b-amino-delta(3)-cephem-4-carboxylic acid	Generator
3-Methyl-7beta-amino-delta(3)-cephem-4-carboxylate	Generator
3-Methyl-7β-amino-δ(3)-cephem-4-carboxylate	Generator
3-Methyl-7β-amino-δ(3)-cephem-4-carboxylic acid	Generator
3-Methyl-7b-aminoceph-3-em-4-carboxylate	Generator
3-Methyl-7b-aminoceph-3-em-4-carboxylic acid	Generator
3-Methyl-7beta-aminoceph-3-em-4-carboxylate	Generator
3-Methyl-7β-aminoceph-3-em-4-carboxylate	Generator
3-Methyl-7β-aminoceph-3-em-4-carboxylic acid	Generator
7-Amino-3-methyl-3-cephem-4-carboxylate	Generator
7-Amino-3-methyl-delta(3)-cephem-4-carboxylate	Generator
7-Amino-3-methyl-δ(3)-cephem-4-carboxylate	Generator
7-Amino-3-methyl-δ(3)-cephem-4-carboxylic acid	Generator
7-Amino-3-methylceph-3-em-4-carboxylate	Generator
7-Aminodeacetoxycephalosporanate	Generator
7-Aminodesacetoxycephalosporanate	Generator
7b-Amino-3-methyl-3-cephem-4-carboxylate	Generator
7b-Amino-3-methyl-3-cephem-4-carboxylic acid	Generator
7beta-Amino-3-methyl-3-cephem-4-carboxylate	Generator
7Β-amino-3-methyl-3-cephem-4-carboxylate	Generator
7Β-amino-3-methyl-3-cephem-4-carboxylic acid	Generator
7b-Amino-3-methyl-delta(3)-cephem-4-carboxylate	Generator
7b-Amino-3-methyl-delta(3)-cephem-4-carboxylic acid	Generator
7beta-Amino-3-methyl-delta(3)-cephem-4-carboxylate	Generator
7Β-amino-3-methyl-δ(3)-cephem-4-carboxylate	Generator
7Β-amino-3-methyl-δ(3)-cephem-4-carboxylic acid	Generator
7b-Amino-3-methylceph-3-em-4-carboxylate	Generator
7b-Amino-3-methylceph-3-em-4-carboxylic acid	Generator
7beta-Amino-3-methylceph-3-em-4-carboxylate	Generator
7Β-amino-3-methylceph-3-em-4-carboxylate	Generator
7Β-amino-3-methylceph-3-em-4-carboxylic acid	Generator
7b-Aminodeacetoxycephalosporanate	Generator
7b-Aminodeacetoxycephalosporanic acid	Generator
7beta-Aminodeacetoxycephalosporanate	Generator
7Β-aminodeacetoxycephalosporanate	Generator
7Β-aminodeacetoxycephalosporanic acid	Generator
(6R,7R)-7-amino-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate	Generator
3-Methyl-7b-amino-δ(3)-cephem-4-carboxylate	Generator
3-Methyl-7b-amino-δ(3)-cephem-4-carboxylic acid	Generator
7b-amino-3-Methyl-δ(3)-cephem-4-carboxylate	Generator
7b-amino-3-Methyl-δ(3)-cephem-4-carboxylic acid	Generator
7-Desacetoxyaminocephalosporanic acid	MeSH

Chemical Formula

C₈H₁₀N₂O₃S

Average Molecular Mass

214.240 g/mol

Monoisotopic Mass

214.041 g/mol

CAS Registry Number

22252-43-3

IUPAC Name

(6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

(6R,7R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES

[H][C@@]1(N)C(=O)N2C(C(O)=O)=C(C)CS[C@]12[H]

InChI Identifier

InChI=1S/C8H10N2O3S/c1-3-2-14-7-4(9)6(11)10(7)5(3)8(12)13/h4,7H,2,9H2,1H3,(H,12,13)/t4-,7-/m1/s1

InChI Key

NVIAYEIXYQCDAN-CLZZGJSISA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Cephem
Meta-thiazine
Beta-lactam
Tertiary carboxylic acid amide
Azetidine
Amino acid
Carboxamide group
Lactam
Carboxylic acid
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Dialkylthioether
Thioether
Hemithioaminal
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organonitrogen compound
Organooxygen compound
Primary amine
Organopnictogen compound
Organic oxide
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:64984 )
monocarboxylic acid (CHEBI:64984 )

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	15.8 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-3	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	7.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.63 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	51.81 m³·mol⁻¹	ChemAxon
Polarizability	20.43 Å³	ChemAxon
Number of Rings	2	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	splash10-0a4i-9520000000-291ccf7868a1bbd55f7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0aor-1910000000-d33647bc0f7017246109	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-02adb2b98ab8c0b9dd84	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9610000000-a93e838dc1ddfb86b978	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9100000000-ca95287f0f8219dca4b9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-49df4495e52e238f222a	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

64984

PubChem Compound ID

33498

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22371438

7-Aminodeacetoxycephalosporanic acid (CHEM020685)

Structure for CHEM020685: 7-Aminodeacetoxycephalosporanic acid