NAV

Alpha-Methylisocitric Acid

Identification

Generic Name
Alpha-Methylisocitric Acid
DrugBank Accession Number
DB04072
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 206.1501
Monoisotopic: 206.042652674
Chemical Formula
C7H10O7
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAconitate hydratase, mitochondrialNot AvailableHumans
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
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Tricarboxylic acids and derivatives
Direct Parent
Tricarboxylic acids and derivatives
Alternative Parents
Alpha hydroxy acids and derivatives / Tertiary alcohols / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Aliphatic acyclic compound / Alpha-hydroxy acid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / Hydroxy acid / Organic oxide / Organic oxygen compound / Organooxygen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
tricarboxylic acid, methylisocitric acid (CHEBI:15607)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
HHKPKXCSHMJWCF-WVBDSBKLSA-N
InChI
InChI=1S/C7H10O7/c1-7(14,6(12)13)3(5(10)11)2-4(8)9/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t3-,7-/m1/s1
IUPAC Name
(1R,2S)-1-hydroxy-1-methylpropane-1,2,3-tricarboxylic acid
SMILES
C[C@@](O)([C@H](CC(O)=O)C(O)=O)C(O)=O

References

General References
Not Available
KEGG Compound
C04593
PubChem Compound
5459784
PubChem Substance
46507976
ChemSpider
4573561
ChEBI
15607
ZINC
ZINC000000902108
PDBe Ligand
MIC
PDB Entries
1ami / 7xp1

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 Solubility149.0 mg/mLALOGPS
logP-0.87ALOGPS
logP-1Chemaxon
logS-0.14ALOGPS
pKa (Strongest Acidic)3.17Chemaxon
pKa (Strongest Basic)-4.1Chemaxon
Physiological Charge-3Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count4Chemaxon
Polar Surface Area132.13 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity40.43 m3·mol-1Chemaxon
Polarizability17.26 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6025
Blood Brain Barrier+0.8257
Caco-2 permeable-0.8394
P-glycoprotein substrateSubstrate0.5428
P-glycoprotein inhibitor INon-inhibitor0.9637
P-glycoprotein inhibitor IINon-inhibitor0.9745
Renal organic cation transporterNon-inhibitor0.9585
CYP450 2C9 substrateNon-substrate0.805
CYP450 2D6 substrateNon-substrate0.8868
CYP450 3A4 substrateNon-substrate0.6419
CYP450 1A2 substrateNon-inhibitor0.9
CYP450 2C9 inhibitorNon-inhibitor0.9178
CYP450 2D6 inhibitorNon-inhibitor0.9439
CYP450 2C19 inhibitorNon-inhibitor0.9339
CYP450 3A4 inhibitorNon-inhibitor0.9336
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.99
Ames testNon AMES toxic0.8189
CarcinogenicityNon-carcinogens0.8162
BiodegradationNot ready biodegradable0.5682
Rat acute toxicity1.6605 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9953
hERG inhibition (predictor II)Non-inhibitor0.956
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-000i-9700000000-5e955ef633a08113ea4b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dr-0910000000-c54ecfc33cce6264da35
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00r5-9500000000-1df6d58f30bab25a3e42
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-345c4c0a684ae0b79064
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dj-9000000000-e586b787e8104d27db7e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-60970cd5630557e6eaa1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01bc-6900000000-aa188191afbabce04585
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]-137.67764
predicted
DeepCCS 1.0 (2019)
[M+H]+140.07323
predicted
DeepCCS 1.0 (2019)
[M+Na]+145.98575
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Aconitate hydratase, mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Iron ion binding
Specific Function
Catalyzes the isomerization of citrate to isocitrate via cis-aconitate.
Gene Name
ACO2
Uniprot ID
Q99798
Uniprot Name
Aconitate hydratase, mitochondrial
Molecular Weight
85424.745 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. [Article]
  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. [Article]
  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. [Article]

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