ContaminantDB: Cephaloglycin

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

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:20 UTC

Update Date

2016-11-09 01:17:26 UTC

Accession Number

CHEM022161

Identification

Common Name

Cephaloglycin

Class

Small Molecule

Description

A cephalorsporin antibiotic that is no longer commonly used.

Contaminant Sources

HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
7-(2-D-alpha-Aminophenylacetamido)cephalosporanic acid	ChEBI
7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acid	ChEBI
Cefaloglicina	ChEBI
Cefaloglycine	ChEBI
Cefaloglycinum	ChEBI
CEG	ChEBI
Cephaloglycine	ChEBI
Cephaoglycin acid	ChEBI
D-(-)-Cephaloglycin	ChEBI
D-Cephaloglycine	ChEBI
Cephaloglycin anhydrous	Kegg
Cephaloglycin anhdyous	Kegg
7-(2-D-a-Aminophenylacetamido)cephalosporanate	Generator
7-(2-D-a-Aminophenylacetamido)cephalosporanic acid	Generator
7-(2-D-alpha-Aminophenylacetamido)cephalosporanate	Generator
7-(2-D-Α-aminophenylacetamido)cephalosporanate	Generator
7-(2-D-Α-aminophenylacetamido)cephalosporanic acid	Generator
7-(D-a-Aminophenyl-acetamido)cephalosporanate	Generator
7-(D-a-Aminophenyl-acetamido)cephalosporanic acid	Generator
7-(D-alpha-Aminophenyl-acetamido)cephalosporanate	Generator
7-(D-Α-aminophenyl-acetamido)cephalosporanate	Generator
7-(D-Α-aminophenyl-acetamido)cephalosporanic acid	Generator
Cephaloglycin dihydrate	HMDB
Dihydrate, cephaloglycin	HMDB
Cephaloglycin	MeSH

Chemical Formula

C₁₈H₁₉N₃O₆S

Average Molecular Mass

405.425 g/mol

Monoisotopic Mass

405.099 g/mol

CAS Registry Number

3577-01-3

IUPAC Name

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

Traditional Name

cephaloglycin

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1

InChI Key

FUBBGQLTSCSAON-PBFPGSCMSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
Pregnane-skeleton
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
11-hydroxysteroid
11-beta-hydroxysteroid
9-halo-steroid
Halo-steroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Ketone
Fluorohydrin
Halohydrin
Secondary alcohol
Cyclic ketone
Organooxygen compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alkyl halide
Alkyl fluoride
Organohalogen compound
Organofluoride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

11beta-hydroxy steroid (CHEBI:50885 )
17alpha-hydroxy steroid (CHEBI:50885 )
3-oxo Delta(4)-steroid (CHEBI:50885 )
20-oxo steroid (CHEBI:50885 )
fluorinated steroid (CHEBI:50885 )
mineralocorticoid (CHEBI:50885 )
21-hydroxy steroid (CHEBI:50885 )
C21-steroid (CHEBI:50885 )
C21 steroids (gluco/mineralocorticoids, progestogens) and derivatives (C07004 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030103 )

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	0.15 g/L	ALOGPS
logP	0.54	ALOGPS
logP	-3	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	7.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.03 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	99.9 m³·mol⁻¹	ChemAxon
Polarizability	37.64 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	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-1eeacfc36b9f04a35c7c	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-004i-2900100000-bf904d469f6a64516ca7	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0aor-2964100000-336b895ce35617e52a13	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-2961000000-497ca6fb1f0eb94d6ac0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-6910000000-8c2acee21fe03a2d11a6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-1924100000-ffc083742bea5a17b893	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-7982000000-5b30a169999deff2a54c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9310000000-3ce8e6b000720967a74c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0449200000-0f6716f6760af7a05fa5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05bk-0849000000-73db19e557c6a0910f3d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3942000000-a3f257cbe1558516bd7c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0009000000-aed17e3d7969bd39c1bc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-4978200000-c97288bf9d9873438f5e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9510000000-9db5a42456028dd2afae	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum