NAV

(2E)-3-(2-OCT-1-YN-1-YLPHENYL)ACRYLIC ACID

Identification

Generic Name
(2E)-3-(2-OCT-1-YN-1-YLPHENYL)ACRYLIC ACID
DrugBank Accession Number
DB08492
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 256.3395
Monoisotopic: 256.146329884
Chemical Formula
C17H20O2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UArachidonate 15-lipoxygenaseNot 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 cinnamic acids. These are organic aromatic compounds containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Cinnamic acids and derivatives
Sub Class
Cinnamic acids
Direct Parent
Cinnamic acids
Alternative Parents
Styrenes / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cinnamic acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Monocyclic benzene moiety / Organic oxide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KRDSGPLHVQJFLM-BUHFOSPRSA-N
InChI
InChI=1S/C17H20O2/c1-2-3-4-5-6-7-10-15-11-8-9-12-16(15)13-14-17(18)19/h8-9,11-14H,2-6H2,1H3,(H,18,19)/b14-13+
IUPAC Name
(2E)-3-[2-(oct-1-yn-1-yl)phenyl]prop-2-enoic acid
SMILES
CCCCCCC#CC1=CC=CC=C1\C=C\C(O)=O

References

General References
Not Available
PubChem Compound
10308106
PubChem Substance
99444963
ChemSpider
8483572
ZINC
ZINC000016052338
PDBe Ligand
RS7
PDB Entries
1lox / 2p0m

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 Solubility0.00187 mg/mLALOGPS
logP5.09ALOGPS
logP5.35Chemaxon
logS-5.1ALOGPS
pKa (Strongest Acidic)3.88Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area37.3 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity76.74 m3·mol-1Chemaxon
Polarizability30.78 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9941
Blood Brain Barrier+0.9392
Caco-2 permeable+0.8381
P-glycoprotein substrateNon-substrate0.603
P-glycoprotein inhibitor INon-inhibitor0.9309
P-glycoprotein inhibitor IINon-inhibitor0.8627
Renal organic cation transporterNon-inhibitor0.9033
CYP450 2C9 substrateNon-substrate0.7202
CYP450 2D6 substrateNon-substrate0.8862
CYP450 3A4 substrateNon-substrate0.6854
CYP450 1A2 substrateInhibitor0.5935
CYP450 2C9 inhibitorNon-inhibitor0.8509
CYP450 2D6 inhibitorNon-inhibitor0.9086
CYP450 2C19 inhibitorNon-inhibitor0.7846
CYP450 3A4 inhibitorNon-inhibitor0.83
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7221
Ames testNon AMES toxic0.9406
CarcinogenicityNon-carcinogens0.7579
BiodegradationNot ready biodegradable0.6637
Rat acute toxicity2.3625 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8682
hERG inhibition (predictor II)Non-inhibitor0.8949
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-MSsplash10-054o-9250000000-e4b7b8b2f1fb6899280a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0adr-3980000000-4d46544c278e54a344ac
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-08fr-0090000000-43471ca0d9b42e8dd0f9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01t9-3940000000-039485f7ec34db99b5bf
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01b9-2930000000-07ae27f5c3fb23fc1af5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zi0-0900000000-2e4f3660635ecd62241f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fb9-0900000000-faba61a6686fd7e624db
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]-162.77148
predicted
DeepCCS 1.0 (2019)
[M+H]+165.1295
predicted
DeepCCS 1.0 (2019)
[M+Na]+172.38686
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Arachidonate 15-lipoxygenase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Phosphatidylinositol-4,5-bisphosphate binding
Specific Function
Non-heme iron-containing dioxygenase that catalyzes the stereo-specific peroxidation of free and esterified polyunsaturated fatty acids generating a spectrum of bioactive lipid mediators. Converts ...
Gene Name
ALOX15
Uniprot ID
P16050
Uniprot Name
Arachidonate 15-lipoxygenase
Molecular Weight
74803.795 Da
References
  1. 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 15, 2010 21:32 / Updated at June 12, 2020 16:52