Pimelic Acid

Identification

Name
Pimelic Acid
Accession Number
DB01856  (EXPT02618)
Type
Small Molecule
Groups
Experimental
Description

A group of compounds that are derivatives of heptanedioic acid with the general formula R-C7H11O4. [PubChem]

Structure
Thumb
Synonyms
Not Available
Categories
UNII
BZQ96WX25F
CAS number
111-16-0
Weight
Average: 160.1678
Monoisotopic: 160.073558872
Chemical Formula
C7H12O4
InChI Key
WLJVNTCWHIRURA-UHFFFAOYSA-N
InChI
InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
IUPAC Name
heptanedioic acid
SMILES
OC(=O)CCCCCC(O)=O

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
U2,3,4,5-tetrahydropyridine-2,6-dicarboxylate N-succinyltransferaseNot AvailableUnknown prokaryotic organism
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

Synthesis Reference

Jawad H. Murib, John H. Kahn, "Process for the production of pimelic acid." U.S. Patent US4888443, issued April, 1970.

US4888443
General References
Not Available
External Links
Human Metabolome Database
HMDB0000857
KEGG Compound
C02656
PubChem Compound
385
PubChem Substance
46509165
ChemSpider
376
ChEBI
30531
ChEMBL
CHEMBL1235351
HET
PML
PDB Entries
1kgt / 4djj / 5flg / 5g1f / 5tv6 / 5tv8

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
PropertyValueSource
melting point (°C)106 °CPhysProp
boiling point (°C)342 °CPhysProp
water solubility5E+004 mg/L (at 20 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.61HANSCH,C ET AL. (1995)
pKa4.51 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
Water Solubility13.3 mg/mLALOGPS
logP0.51ALOGPS
logP0.94ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)4.05ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity37.34 m3·mol-1ChemAxon
Polarizability16.31 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.5731
Blood Brain Barrier+0.7397
Caco-2 permeable-0.6412
P-glycoprotein substrateNon-substrate0.6969
P-glycoprotein inhibitor INon-inhibitor0.9845
P-glycoprotein inhibitor IINon-inhibitor0.9229
Renal organic cation transporterNon-inhibitor0.9359
CYP450 2C9 substrateNon-substrate0.8447
CYP450 2D6 substrateNon-substrate0.905
CYP450 3A4 substrateNon-substrate0.7534
CYP450 1A2 substrateNon-inhibitor0.9046
CYP450 2C9 inhibitorNon-inhibitor0.939
CYP450 2D6 inhibitorNon-inhibitor0.9729
CYP450 2C19 inhibitorNon-inhibitor0.9762
CYP450 3A4 inhibitorNon-inhibitor0.96
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9927
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8382
BiodegradationReady biodegradable0.8506
Rat acute toxicity1.3577 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9348
hERG inhibition (predictor II)Non-inhibitor0.9602
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
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies)GC-MSsplash10-056s-1910000000-58bf29a41b2e4b405df9
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0r7l-9100000000-aeff5d9828ac92b33028
GC-MS Spectrum - EI-BGC-MSsplash10-054k-1910000000-fc6cb63b081b4f5f7fd3
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-056s-1910000000-58bf29a41b2e4b405df9
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-054k-1900000000-403538c5b4091abf0a3d
MS/MS Spectrum - Quattro_QQQ 10V, NegativeLC-MS/MSsplash10-0002-9300000000-a3d2b3924fcede41e331
MS/MS Spectrum - Quattro_QQQ 25V, NegativeLC-MS/MSsplash10-0002-9100000000-7050dc1518d598ad5051
MS/MS Spectrum - Quattro_QQQ 40V, NegativeLC-MS/MSsplash10-052e-9200000000-84550d0cfeb05e8d79bd
MS/MS Spectrum - EI-B (Unknown) , PositiveLC-MS/MSsplash10-0r7l-9100000000-b698134a5d1e523a961e
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-0a4i-0900000000-a3b877a40a98e4d07993
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-0002-9500000000-6f90176eaadac29eae28
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-0002-9000000000-859f1028218d04c20dc6
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0002-9000000000-ef436118494b323530f4
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-0002-9000000000-15fa4059d8c10e1e3a03
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-0900000000-a3b877a40a98e4d07993
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9500000000-6f90176eaadac29eae28
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-0ece97699a3ecbbd29c5
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-aa9d7a3b0b034eb999ac
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0002-9000000000-15fa4059d8c10e1e3a03
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Medium-chain fatty acids
Alternative Parents
Dicarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Medium-chain fatty acid / Dicarboxylic acid or derivatives / Carboxylic acid / Carboxylic acid derivative / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
alpha,omega-dicarboxylic acid (CHEBI:30531) / Dicarboxylic acids (C02656) / Dicarboxylic acids (LMFA01170051)

Targets

Kind
Protein
Organism
Unknown prokaryotic organism
Pharmacological action
Unknown
General Function
2,3,4,5-tetrahydropyridine-2,6-dicarboxylate n-succinyltransferase activity
Specific Function
Not Available
Gene Name
dapD
Uniprot ID
P56220
Uniprot Name
2,3,4,5-tetrahydropyridine-2,6-dicarboxylate N-succinyltransferase
Molecular Weight
29886.885 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

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