Showing Compound Enzymes, bacterial (FDB009356)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:32 UTC

Update date

2018-05-28 23:22:54 UTC

Primary ID

FDB009356

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Enzymes, bacterial

Description

Clavulanate, also known as acido clavulanico or clavulansaeure, 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. Based on a literature review a significant number of articles have been published on Clavulanate.

CAS Number

58001-44-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylIC ACID	ChEBI
(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid	ChEBI
Acide clavulanique	ChEBI
Acido clavulanico	ChEBI
Acidum clavulanicum	ChEBI
Antibiotic MM 14151	ChEBI
Clavulansaeure	ChEBI
Clavulonic acid	ChEBI
MM 14151	ChEBI
Clavulox	Kegg
(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate	Generator
(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylate	Generator
Clavulonate	Generator
Clavulanic acid	Generator
Clavulanate potassium	MeSH, HMDB
Clavulanic acid, monopotassium salt	MeSH, HMDB
Clavulanic acid, monosodium salt	MeSH, HMDB
Potassium clavulanate	MeSH, HMDB
Potassium, clavulanate	MeSH, HMDB
Clavulanate, potassium	MeSH, HMDB
Clavulanate, sodium	MeSH, HMDB
Sodium clavulanate	MeSH, HMDB
Clavulanate	ChEBI
CVA	KEGG
Antibiotic mm 14151	ChEBI
Isoclavulanic acid	biospider

Predicted Properties

Property	Value	Source
Water Solubility	337 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.5	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	3.32	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	87.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	44.25 m³·mol⁻¹	ChemAxon
Polarizability	18.13 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H9NO5

IUPAC name

(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

InChI Identifier

InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1

InChI Key

HZZVJAQRINQKSD-PBFISZAISA-N

Isomeric SMILES

[H][C@@]12CC(=O)N1[C@@H](C(O)=O)\C(O2)=C\CO

Average Molecular Weight

199.1608

Monoisotopic Molecular Weight

199.048072403

Classification

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
Clavam
Para-oxazepine
Beta-lactam
Tertiary carboxylic acid amide
Oxazolidine
Azetidine
Carboxamide group
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

oxapenam (CHEBI:48947 )
Clavams (C06662 )

Ontology

Disposition

Route of exposure:

Parenteral:

Dermal

Biological location:

Biofluid and excreta:

Role

Indirect biological role:

Biological role:

Industrial application:

Enzyme inhibitor:

Food and nutrition:

Household products:

Antifungal

Pesticide:

Antimicrobial agent:

Pharmaceutical industry:

Antineoplastic agent:

Neuromuscular agent:

Cardiovascular drug:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Enzymes, bacterial, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9600000000-6fdd26b47c56a74e9833	Spectrum
Predicted GC-MS	Enzymes, bacterial, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fdo-9332000000-43d295827ceaa5d9eb8a	Spectrum
Predicted GC-MS	Enzymes, bacterial, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-1950000000-d5686d38b594be5d2075	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0910000000-f0aa4be27dc58b289a46	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9000000000-c2baab863dddf5c7700c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udj-2900000000-8ae04a4401d4027a239f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fk9-3900000000-d2ecee5934bb69d2c571	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-5900000000-f87d4c4d0c435b47a1a1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0390000000-daf29ac93fc88782f4e2	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0umr-2900000000-b620a2bdca1474938927	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006x-9700000000-12eecdbc970384d5c4e1	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0uka-0900000000-9a7387dd008ab82f8039	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01w0-2900000000-32e74f2ada87a1118cad	2021-10-11	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-ff80ae29ba99ef876d41	2021-10-11	View Spectrum