NAV

5-hydroxyvaleric acid

Identification

Generic Name
5-hydroxyvaleric acid
DrugBank Accession Number
DB04781
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 118.1311
Monoisotopic: 118.062994186
Chemical Formula
C5H10O3
Synonyms
  • 4-oxy-butan-carbonsäure
  • 5-hydroxy-pentansäure
  • 5-hydroxypentanoic acid
  • delta-hydroxypentanoic acid
  • delta-hydroxyvaleric acid
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UDelta-aminolevulinic acid dehydrataseNot 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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Hydroxy fatty acids
Alternative Parents
Straight chain fatty acids / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alcohol / Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Hydroxy fatty acid / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
5-hydroxy monocarboxylic acid, straight-chain fatty acid, omega-hydroxy fatty acid (CHEBI:45564) / Hydroxy fatty acids (LMFA01050010)
Affected organisms
Not Available

Chemical Identifiers

UNII
H5EVV4LP59
CAS number
13392-69-3
InChI Key
PHOJOSOUIAQEDH-UHFFFAOYSA-N
InChI
InChI=1S/C5H10O3/c6-4-2-1-3-5(7)8/h6H,1-4H2,(H,7,8)
IUPAC Name
5-hydroxypentanoic acid
SMILES
OCCCCC(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0061927
KEGG Compound
C02804
PubChem Compound
25945
PubChem Substance
46508916
ChemSpider
24171
ChEBI
45564
ChEMBL
CHEMBL1205948
ZINC
ZINC000001529525
PDBe Ligand
SHO
PDB Entries
1w31

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 Solubility243.0 mg/mLALOGPS
logP-0.23ALOGPS
logP-0.07Chemaxon
logS0.31ALOGPS
pKa (Strongest Acidic)4.59Chemaxon
pKa (Strongest Basic)-2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area57.53 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity28.4 m3·mol-1Chemaxon
Polarizability12.18 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9322
Blood Brain Barrier+0.7966
Caco-2 permeable-0.581
P-glycoprotein substrateNon-substrate0.7179
P-glycoprotein inhibitor INon-inhibitor0.9806
P-glycoprotein inhibitor IINon-inhibitor0.962
Renal organic cation transporterNon-inhibitor0.9123
CYP450 2C9 substrateNon-substrate0.8293
CYP450 2D6 substrateNon-substrate0.8988
CYP450 3A4 substrateNon-substrate0.777
CYP450 1A2 substrateNon-inhibitor0.8873
CYP450 2C9 inhibitorNon-inhibitor0.924
CYP450 2D6 inhibitorNon-inhibitor0.9706
CYP450 2C19 inhibitorNon-inhibitor0.9614
CYP450 3A4 inhibitorNon-inhibitor0.9557
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9708
Ames testNon AMES toxic0.9442
CarcinogenicityNon-carcinogens0.7908
BiodegradationReady biodegradable0.9468
Rat acute toxicity1.5535 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9635
hERG inhibition (predictor II)Non-inhibitor0.9344
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-MSsplash10-0006-9000000000-9fd28b02aa714666decf
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pb9-9200000000-80395e15f2289bbfefc0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00r2-9300000000-4102961e97e596705519
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ac3-9000000000-1c9014e260aaf44f0351
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0532-9000000000-cc258a57f5cb622e4ef5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0007-9000000000-59fb761e35d090eac964
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9000000000-13843dccfb37a1c5b647
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]-123.6696822
predicted
DarkChem Lite v0.1.0
[M-H]-123.7803822
predicted
DarkChem Lite v0.1.0
[M-H]-136.02211
predicted
DeepCCS 1.0 (2019)
[M+H]+122.6238822
predicted
DarkChem Lite v0.1.0
[M+H]+125.9296822
predicted
DarkChem Lite v0.1.0
[M+H]+138.78201
predicted
DeepCCS 1.0 (2019)
[M+Na]+123.5889822
predicted
DarkChem Lite v0.1.0
[M+Na]+123.6120822
predicted
DarkChem Lite v0.1.0
[M+Na]+147.11919
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Delta-aminolevulinic acid dehydratase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Catalyzes an early step in the biosynthesis of tetrapyrroles. Binds two molecules of 5-aminolevulinate per subunit, each at a distinct site, and catalyzes their condensation to form porphobilinogen.
Gene Name
ALAD
Uniprot ID
P13716
Uniprot Name
Delta-aminolevulinic acid dehydratase
Molecular Weight
36294.485 Da
References
  1. Erskine PT, Coates L, Newbold R, Brindley AA, Stauffer F, Beaven GD, Gill R, Coker A, Wood SP, Warren MJ, Shoolingin-Jordan PM, Neier R, Cooper JB: Structure of yeast 5-aminolaevulinic acid dehydratase complexed with the inhibitor 5-hydroxylaevulinic acid. Acta Crystallogr D Biol Crystallogr. 2005 Sep;61(Pt 9):1222-6. Epub 2005 Aug 16. [Article]
  2. 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 September 11, 2007 17:49 / Updated at June 12, 2020 16:52