O-Succinylbenzoate

Identification

Generic Name
O-Succinylbenzoate
DrugBank Accession Number
DB02251
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 222.1941
Monoisotopic: 222.05282343
Chemical Formula
C11H10O5
Synonyms
Not Available

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UO-succinylbenzoate-CoA synthaseNot AvailableThermobifida fusca (strain YX)
UN-acylamino acid racemaseNot AvailableAmycolatopsis sp.
Uo-succinylbenzoate synthaseNot AvailableEscherichia coli (strain K12)
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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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 / Aromatic homomonocyclic compound / Aryl alkyl ketone / Benzenoid / Benzoic acid / Benzoic acid or derivatives / Benzoyl / Butyrophenone / Carboxylic acid / Carboxylic acid derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
dicarboxylic acid (CHEBI:44788)
Affected organisms
Not Available

Chemical Identifiers

UNII
XX4Y7I0FTT
CAS number
27415-09-4
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

References

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

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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/MSsplash10-053s-0930000000-28e9081b77d32255c86d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-ab587013b58b994803b4
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-001i-1900000000-f61da72c51ae5272e915
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-0900000000-50b8e265ae81fa118c90
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1900000000-7d3ca5f5a43ca32b933f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-5900000000-8a5156a1ccbe23e0a581
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-156.0688082
predicted
DarkChem Lite v0.1.0
[M-H]-141.95265
predicted
DeepCCS 1.0 (2019)
[M+H]+155.9541082
predicted
DarkChem Lite v0.1.0
[M+H]+144.31065
predicted
DeepCCS 1.0 (2019)
[M+Na]+155.9474082
predicted
DarkChem Lite v0.1.0
[M+Na]+150.78368
predicted
DeepCCS 1.0 (2019)

Targets

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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. [Article]
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. [Article]
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. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52