NAV

N-hexadecanoylglycine

Identification

Generic Name
N-hexadecanoylglycine
DrugBank Accession Number
DB03440
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 313.4754
Monoisotopic: 313.261693991
Chemical Formula
C18H35NO3
Synonyms
  • 2-(Hexadecanoylamino)acetic acid
  • Elmiric acid
  • N-(1-Oxohexadecyl)glycine
  • N-ethanoyl-hexadecanamide
  • N-Palmitoyl glycine
  • N-Palmitoylglycine
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UBifunctional P-450/NADPH-P450 reductaseNot AvailableBacillus megaterium
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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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 n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
N-acyl-alpha amino acids
Alternative Parents
N-acyl amines / Secondary carboxylic acid amides / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aliphatic acyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid / Fatty acyl / Fatty amide / Hydrocarbon derivative / Monocarboxylic acid or derivatives / N-acyl-alpha-amino acid / N-acyl-amine
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
N-acyl amines (LMFA08020079)
Affected organisms
Not Available

Chemical Identifiers

UNII
M6V3RIU5KI
CAS number
2441-41-0
InChI Key
KVTFEOAKFFQCCX-UHFFFAOYSA-N
InChI
InChI=1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)
IUPAC Name
2-hexadecanamidoacetic acid
SMILES
CCCCCCCCCCCCCCCC(=O)NCC(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0013034
PubChem Compound
151008
PubChem Substance
46505498
ChemSpider
133100
BindingDB
212439
ChEBI
39540
ChEMBL
CHEMBL226117
ZINC
ZINC000008689962
PDBe Ligand
140
PDB Entries
1jpz / 1zoa / 3cbd / 3kx3 / 4kpa / 5dyz / 5jq2 / 8hqm

Clinical Trials

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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 Solubility0.000708 mg/mLALOGPS
logP6.18ALOGPS
logP5.15Chemaxon
logS-5.6ALOGPS
pKa (Strongest Acidic)4.05Chemaxon
pKa (Strongest Basic)-1.7Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.4 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity89.89 m3·mol-1Chemaxon
Polarizability39.94 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9647
Blood Brain Barrier+0.9267
Caco-2 permeable-0.5847
P-glycoprotein substrateSubstrate0.5397
P-glycoprotein inhibitor INon-inhibitor0.8854
P-glycoprotein inhibitor IINon-inhibitor0.9354
Renal organic cation transporterNon-inhibitor0.9402
CYP450 2C9 substrateNon-substrate0.8084
CYP450 2D6 substrateNon-substrate0.7673
CYP450 3A4 substrateNon-substrate0.6795
CYP450 1A2 substrateNon-inhibitor0.8757
CYP450 2C9 inhibitorNon-inhibitor0.9244
CYP450 2D6 inhibitorNon-inhibitor0.9361
CYP450 2C19 inhibitorNon-inhibitor0.9198
CYP450 3A4 inhibitorNon-inhibitor0.902
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9696
Ames testNon AMES toxic0.9434
CarcinogenicityNon-carcinogens0.8968
BiodegradationReady biodegradable0.8828
Rat acute toxicity1.6346 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9815
hERG inhibition (predictor II)Non-inhibitor0.9221
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-MSsplash10-0076-9360000000-2a0af588dc4e37b866d1
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dj-6397000000-27649dd4080979e6757a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0076-3091000000-c3bfe8552ac72bb39c9d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0076-5190000000-1fd58102f185c15cf995
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052e-9560000000-b902fae4e28cf1705167
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-9130000000-106b287124b35fdf94da
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0596-9100000000-a14d79463a7b3af7e2ee
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]-213.0751681
predicted
DarkChem Lite v0.1.0
[M-H]-213.2953681
predicted
DarkChem Lite v0.1.0
[M-H]-175.95567
predicted
DeepCCS 1.0 (2019)
[M+H]+214.0645681
predicted
DarkChem Lite v0.1.0
[M+H]+213.1366681
predicted
DarkChem Lite v0.1.0
[M+H]+179.97533
predicted
DeepCCS 1.0 (2019)
[M+Na]+212.3502681
predicted
DarkChem Lite v0.1.0
[M+Na]+212.0324681
predicted
DarkChem Lite v0.1.0
[M+Na]+188.83015
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Bifunctional P-450/NADPH-P450 reductase
Kind
Protein
Organism
Bacillus megaterium
Pharmacological action
Unknown
General Function
Nadph-hemoprotein reductase activity
Specific Function
Functions as a fatty acid monooxygenase. Catalyzes hydroxylation of medium and long-chain fatty acids at omega-1, omega-2 and omega-3 positions, with optimum chain lengths of 12-16 carbons (lauric,...
Gene Name
cyp102A1
Uniprot ID
P14779
Uniprot Name
Bifunctional cytochrome P450/NADPH--P450 reductase
Molecular Weight
117780.49 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