O-Succinylbenzoate

Identification

Name
O-Succinylbenzoate
Accession Number
DB02251  (EXPT02448)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
27415-09-4
Weight
Average: 222.1941
Monoisotopic: 222.05282343
Chemical Formula
C11H10O5
InChI Key
YIVWQNVQRXFZJB-UHFFFAOYSA-N
InChI
InChI=1S/C11H10O5/c12-9(5-6-10(13)14)7-3-1-2-4-8(7)11(15)16/h1-4H,5-6H2,(H,13,14)(H,15,16)
IUPAC Name
2-(3-carboxypropanoyl)benzoic acid
SMILES
OC(=O)CCC(=O)C1=C(C=CC=C1)C(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UN-acylamino acid racemaseNot AvailableAmycolatopsis sp.
Uo-succinylbenzoate synthaseNot AvailableEscherichia coli (strain K12)
UO-succinylbenzoate-CoA synthaseNot AvailableThermobifida fusca (strain YX)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C02730
PubChem Compound
955
PubChem Substance
46504874
ChemSpider
930
ChEBI
44788
HET
OSB
PDB Entries
1fhv / 1sjb / 2qvh / 5gtd

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.557 mg/mLALOGPS
logP0.87ALOGPS
logP1.01ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.42ChemAxon
pKa (Strongest Basic)-7.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area91.67 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity54.61 m3·mol-1ChemAxon
Polarizability21.23 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8611
Blood Brain Barrier+0.7991
Caco-2 permeable+0.5053
P-glycoprotein substrateNon-substrate0.6712
P-glycoprotein inhibitor INon-inhibitor0.9346
P-glycoprotein inhibitor IINon-inhibitor0.9532
Renal organic cation transporterNon-inhibitor0.9164
CYP450 2C9 substrateNon-substrate0.8393
CYP450 2D6 substrateNon-substrate0.9179
CYP450 3A4 substrateNon-substrate0.7414
CYP450 1A2 substrateNon-inhibitor0.8826
CYP450 2C9 inhibitorNon-inhibitor0.9749
CYP450 2D6 inhibitorNon-inhibitor0.9485
CYP450 2C19 inhibitorNon-inhibitor0.9586
CYP450 3A4 inhibitorNon-inhibitor0.9695
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9812
Ames testNon AMES toxic0.9396
CarcinogenicityNon-carcinogens0.9019
BiodegradationReady biodegradable0.9401
Rat acute toxicity2.2594 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9312
hERG inhibition (predictor II)Non-inhibitor0.9458
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0590000000-852b41c075a2f3673677
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1930000000-74242e299c1efe8e7cde
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-053r-3900000000-8a860f760912ebe7688d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0590000000-2029d0b8fdb139223f02
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0kk9-0940000000-25652eda070ac9fee146
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a7i-3910000000-7e5a38de6b3824bb2a46

Taxonomy

Description
This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbonyl compounds
Direct Parent
Alkyl-phenylketones
Alternative Parents
Butyrophenones / Benzoic acids / Gamma-keto acids and derivatives / Benzoyl derivatives / Aryl alkyl ketones / Dicarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
Substituents
Alkyl-phenylketone / Butyrophenone / Benzoic acid or derivatives / Benzoic acid / Benzoyl / Aryl alkyl ketone / Gamma-keto acid / Dicarboxylic acid or derivatives / Monocyclic benzene moiety / Keto acid
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
dicarboxylic acid (CHEBI:44788)

Targets

Kind
Protein
Organism
Amycolatopsis sp.
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
Aaar
Uniprot ID
Q44244
Uniprot Name
o-succinylbenzoate synthase
Molecular Weight
39406.005 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
menC
Uniprot ID
P29208
Uniprot Name
o-succinylbenzoate synthase
Molecular Weight
35476.215 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
Thermobifida fusca (strain YX)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
menC
Uniprot ID
Q47Q21
Uniprot Name
o-succinylbenzoate synthase
Molecular Weight
34099.61 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:14