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Identification
NameIsocitric Acid
Accession NumberDB01727  (EXPT01834)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number320-77-4
WeightAverage: 192.1235
Monoisotopic: 192.02700261
Chemical FormulaC6H8O7
InChI KeyODBLHEXUDAPZAU-OKKQSCSOSA-N
InChI
InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4-/m0/s1
IUPAC Name
(1S,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid
SMILES
O[C@@H]([C@H](CC(O)=O)C(O)=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassTricarboxylic Acids and Derivatives
Direct parentTricarboxylic Acids and Derivatives
Alternative parentsBeta Hydroxy Acids and Derivatives; Alpha Hydroxy Acids and Derivatives; Dicarboxylic Acids and Derivatives; Secondary Alcohols; Polyols; Carboxylic Acids; Enolates; Polyamines; Aldehydes
Substituentssuccinic_acid; beta-hydroxy acid; alpha-hydroxy acid; hydroxy acid; secondary alcohol; polyol; polyamine; carboxylic acid; enolate; alcohol; aldehyde
Classification descriptionThis compound belongs to the tricarboxylic acids and derivatives. These are organic compounds containing three carboxylic acid groups (or salt/ester derivatives thereof).
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.6961
Blood Brain Barrier + 0.7646
Caco-2 permeable - 0.8985
P-glycoprotein substrate Non-substrate 0.68
P-glycoprotein inhibitor I Non-inhibitor 0.9716
P-glycoprotein inhibitor II Non-inhibitor 0.9632
Renal organic cation transporter Non-inhibitor 0.9625
CYP450 2C9 substrate Non-substrate 0.8608
CYP450 2D6 substrate Non-substrate 0.894
CYP450 3A4 substrate Non-substrate 0.7329
CYP450 1A2 substrate Non-inhibitor 0.9467
CYP450 2C9 substrate Non-inhibitor 0.961
CYP450 2D6 substrate Non-inhibitor 0.9488
CYP450 2C19 substrate Non-inhibitor 0.9639
CYP450 3A4 substrate Non-inhibitor 0.8948
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.991
Ames test Non AMES toxic 0.8878
Carcinogenicity Non-carcinogens 0.8382
Biodegradation Ready biodegradable 0.9301
Rat acute toxicity 1.6994 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9889
hERG inhibition (predictor II) Non-inhibitor 0.964
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility52.5ALOGPS
logP-0.35ALOGPS
logP-1.4ChemAxon
logS-0.56ALOGPS
pKa (Strongest Acidic)3.07ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity35.72 m3·mol-1ChemAxon
Polarizability15.58 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Eddie N. Gutierrez, Vincent Lamberti, “Process for preparing isocitric acid, alloisocitric acid and lactones thereof.” U.S. Patent US4022803, issued May 10, 1977.

US4022803
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00311
PubChem Compound447805
PubChem Substance46506619
ChemSpider1161
ChEBI30887
ChEMBL
HETICI
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Isocitrate dehydrogenase [NADP]

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Isocitrate dehydrogenase [NADP] P08200 Details

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
  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

2. Isocitrate dehydrogenase [NADP]

Kind: protein

Organism: Azotobacter vinelandii

Pharmacological action: unknown

Components

Name UniProt ID Details
Isocitrate dehydrogenase [NADP] P16100 Details

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
  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

3. Aconitate hydratase, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Aconitate hydratase, mitochondrial Q99798 Details

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
  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
  3. 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

4. Isocitrate dehydrogenase [NADP], mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Isocitrate dehydrogenase [NADP], mitochondrial P48735 Details

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
  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
  3. 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

5. Isocitrate dehydrogenase [NADP] cytoplasmic

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Isocitrate dehydrogenase [NADP] cytoplasmic O75874 Details

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
  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

6. Methylisocitrate lyase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Methylisocitrate lyase P77541 Details

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
  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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:15