Compounds > N-octylhomovanillamide
Page last updated: 2024-12-10

N-octylhomovanillamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

N-octylhomovanillamide : A monocarboxylic acid amide that is the N-octyl amide of homovanillic acid. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID3041745
CHEMBL ID76961
CHEBI ID64041
SCHEMBL ID258429

Synonyms (21)

Synonym
CHEMBL76961 ,
chebi:64041 ,
2-(4-hydroxy-3-methoxy-phenyl)-n-octyl-acetamide
bdbm50044753
045gt52290 ,
unii-045gt52290
benzeneacetamide, 4-hydroxy-3-methoxy-n-octyl-
4-hydroxy-3-methoxy-n-octylbenzeneacetamide
octylhomovanillamide
2-(4-hydroxy-3-methoxyphenyl)-n-octylacetamide
58418-73-8
ohv ,
n-octylhomovanillamide
octyl homovanillamide
SCHEMBL258429
j562.189e ,
homovanilloyloctylamide
n-octyl-4-hydroxy-3-methoxybenzeneacetamide
homovanillic acid octylamide
DTXSID3040568
Q27132986
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
protective agentSynthetic or natural substance which is given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
monocarboxylic acid amideA carboxamide derived from a monocarboxylic acid.
guaiacolsAny phenol carrying an additional methoxy substituent at the ortho-position.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Transient receptor potential cation channel subfamily V member 1Rattus norvegicus (Norway rat)Ki0.84800.00010.64456.4000AID672972
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Transient receptor potential cation channel subfamily V member 1Rattus norvegicus (Norway rat)EC50 (µMol)0.18850.00050.43182.3800AID175668; AID672973
Transient receptor potential cation channel subfamily V member 4Rattus norvegicus (Norway rat)EC50 (µMol)0.30000.03000.33150.9000AID175668
Transient receptor potential cation channel subfamily V member 2Rattus norvegicus (Norway rat)EC50 (µMol)0.30000.03000.45071.7000AID175668
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID73731In vitro effective dose for contraction of guinea pig ileum1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 2. The amide bond "B-region".
AID135418Latency time measured by mouse hot plate test after subcutaneous administration at 200 mg/kg in experiment 11993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
AID672972Displacement of [3H]RTX from rat TRPV1 expressed in CHO cells2012Bioorganic & medicinal chemistry letters, Aug-15, Volume: 22, Issue:16
The SAR analysis of TRPV1 agonists with the α-methylated B-region.
AID135424Latency time measured by mouse hot plate test after subcutaneous at 200 mg/kg in experiment 21993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
AID135420Latency time measured by mouse hot plate test after subcutaneous administration at 200 mg/kg in experiment 31993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
AID672973Agonist activity at rat TRPV1 expressed in CHO cells assessed as calcium uptake2012Bioorganic & medicinal chemistry letters, Aug-15, Volume: 22, Issue:16
The SAR analysis of TRPV1 agonists with the α-methylated B-region.
AID29137Acid dissociation constant was determined1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 1. The aromatic "A-region".
AID172634Percentage analgesia by using rat hot plate test after oral administration at 300 mg/kg1993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
AID175843In vitro effective concentration for [Ca2+] uptake and accumulation of [Ca2+] in neonatal rat cultured spinal sensory neurons1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 1. The aromatic "A-region".
AID130358In vivo analgesic activity, mouse tail flick latency in antinociceptive assay1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 1. The aromatic "A-region".
AID65834Calcium +2 uptake into Dorsal Root Ganglion(DRG) neurons1996Journal of medicinal chemistry, Jul-19, Volume: 39, Issue:15
Similarities and differences in the structure-activity relationships of capsaicin and resiniferatoxin analogues.
AID175668Effective concentration for [Ca2+] uptake into dorsal root ganglia neurones in rat cultured spinal sensory neurones1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 2. The amide bond "B-region".
AID73895In vitro contraction in guinea pig ileum equivalent to 50% capsaicin response1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 1. The aromatic "A-region".
AID135432Acute toxicity after intraperitoneal dose at 4 mg/kg in mice1993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
AID130359In vivo analgesic dose in mouse tail flick latency model1993Journal of medicinal chemistry, Aug-06, Volume: 36, Issue:16
Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 2. The amide bond "B-region".
AID673239Antagonist activity at rat TRPV1 expressed in CHO cells assessed as inhibition of calcium uptake2012Bioorganic & medicinal chemistry letters, Aug-15, Volume: 22, Issue:16
The SAR analysis of TRPV1 agonists with the α-methylated B-region.
AID133086Percentage inhibition in mouse by using Croton oil-inflamed mouse ear test (topical dosing).1993Journal of medicinal chemistry, Sep-03, Volume: 36, Issue:18
Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (80.00)18.2507
2000's0 (0.00)29.6817
2010's1 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.53

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.53 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.53)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
nonivamide
nonivamide: has effect on sensory neurons. nonivamide : A capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.		3.0950capsaicinoid;
phenols		lachrymator
zucapsaicin
[no description available]		1.9810methoxybenzenes;
phenols
capsaicin
ALGRX-4975: an injectable capsaicin (TRPV1 receptor agonist) formulation for longlasting pain relief. capsaicinoid : A family of aromatic fatty amides produced as secondary metabolites by chilli peppers.		2.6730capsaicinoidnon-narcotic analgesic;
TRPV1 agonist;
voltage-gated sodium channel blocker
olvanil
[no description available]		2.0710methoxybenzenes;
phenols
ConditionIndicatedRelationship StrengthStudiesTrials
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		02.3820
Innate Inflammatory Response
[description not available]		01.9810
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		01.9810