EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

octopamine
norsympathol

Supplier Sponsors

Name:4-(2-amino-1-hydroxyethyl)phenol
CAS Number: 104-14-3Picture of molecule3D/inchi
FDA UNII: 14O50WS8JD
Nikkaji Web:J5.024E
Beilstein Number:1211019
XlogP3:-1.10 (est)
Molecular Weight:153.18107000
Formula:C8 H11 N O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Google Patents:Search
US Patents:Search
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
octopamine
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-guinea pig LDLo 200 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955.

intraperitoneal-mouse LD50 600 mg/kg
Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952.

intravenous-mouse LD50 75 mg/kg
Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952.

oral-mouse LD50 4200 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968.

intraperitoneal-rat LD50 1350 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968.

oral-rat LD50 1240 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968.

Dermal Toxicity:
subcutaneous-mouse LD50 2070 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968.

subcutaneous-rat LD50 350 mg/kg
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for octopamine usage levels up to:
 not for fragrance use.
 
Recommendation for octopamine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :4581
National Institute of Allergy and Infectious Diseases:Data
4-(2-amino-1-hydroxyethyl)phenol
Chemidplus:0000104143
 
References:
 4-(2-amino-1-hydroxyethyl)phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):4581
Pubchem (cas):104-14-3
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
KEGG (GenomeNet):C04227
HMDB (The Human Metabolome Database):HMDB04825
FooDB:FDB010583
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 cayenne plant
Search Trop Picture
 lemon leaf
Search Trop Picture
 mandarin fruit
Search Trop Picture
 orange fruit
Search Trop Picture
 
Synonyms:
4-(2-amino-1-hydroxyethyl)phenol
alpha-(aminomethyl)-p-hydroxybenzyl alcohol
 benzenemethanol, a-(aminomethyl)-4-hydroxy-
 benzenemethanol, alpha-(aminomethyl)-4-hydroxy-
 benzyl alcohol, alpha-(aminomethyl)-p-hydroxy-
1-(p-hydroxyphenyl)-2-aminoethanol
p-hydroxyphenylethanolamine
 norsympathol
 norsympatol
 norsynephrine
 

Articles:

PubMed:Antagonistic Serotonergic and Octopaminergic Neural Circuits Mediate Food-Dependent Locomotory Behavior in Caenorhabditis elegans.
PubMed:Weak involvement of octopamine in aversive taste learning in a snail.
PubMed:Tyramine Pathways in Citrus Plant Defense: Glycoconjugates of Tyramine and Its N-Methylated Derivatives.
PubMed:Octopamine enhances oxidative stress resistance through the fasting-responsive transcription factor DAF-16/FOXO in C. elegans.
PubMed:Acute Exposure to Worst-Case Concentrations of Amitraz Does Not Affect Honey Bee Learning, Short-Term Memory, or Hemolymph Octopamine Levels.
PubMed:Variability of Stimulant Levels in Nine Sports Supplements Over a 9-Month Period.
PubMed:Internal states drive nutrient homeostasis by modulating exploration-exploitation trade-off.
PubMed:Starvation-Induced Depotentiation of Bitter Taste in Drosophila.
PubMed:Regulation of starvation-induced hyperactivity by insulin and glucagon signaling in adult Drosophila.
PubMed:Triticum monococcum lines with distinct metabolic phenotypes and phloem-based partial resistance to the bird cherry-oat aphid Rhopalosiphum padi.
PubMed:Sucralose Promotes Food Intake through NPY and a Neuronal Fasting Response.
PubMed:Octopamine connects nutrient cues to lipid metabolism upon nutrient deprivation.
PubMed:Monoterpenoid-based preparations in beehives affect learning, memory, and gene expression in the bee brain.
PubMed:Octopaminergic system in the central nervous system of the terrestrial slug Limax.
PubMed:An Easily Fabricated Electrochemical Sensor Based on a Graphene-Modified Glassy Carbon Electrode for Determination of Octopamine and Tyramine.
PubMed:Shared neurocircuitry underlying feeding and drugs of abuse in Drosophila.
PubMed:Dopamine regulates body size in Caenorhabditis elegans.
PubMed:Fast hepatic biotransformation of p-synephrine and p-octopamine and implications for their oral intake.
PubMed:Liquid chromatographic determination of caffeine and adrenergic stimulants in food supplements sold in Brazilian e-commerce for weight loss and physical fitness.
PubMed:Role of CYP eicosanoids in the regulation of pharyngeal pumping and food uptake in Caenorhabditis elegans.
PubMed:Identified Serotonin-Releasing Neurons Induce Behavioral Quiescence and Suppress Mating in Drosophila.
PubMed:Nosema ceranae alters a highly conserved hormonal stress pathway in honeybees.
PubMed:Octopamine and cooperation: octopamine regulates the disappearance of cooperative behaviours between genetically unrelated founding queens in the ant.
PubMed:Octopamine mediates starvation-induced hyperactivity in adult Drosophila.
PubMed:Effect of the tyrosinase inhibitor (S)-N-trans-feruloyloctopamine from garlic skin on tyrosinase gene expression and melanine accumulation in melanoma cells.
PubMed:Autocrine regulation of ecdysone synthesis by β3-octopamine receptor in the prothoracic gland is essential for Drosophila metamorphosis.
PubMed:Cholecystokinin-Like Peptide (DSK) in Drosophila, Not Only for Satiety Signaling.
PubMed:Division of labour in honey bees: age- and task-related changes in the expression of octopamine receptor genes.
PubMed:Drosophila insulin-producing cells are differentially modulated by serotonin and octopamine receptors and affect social behavior.
PubMed:Octopamine indirectly affects proboscis extension response habituation in Drosophila melanogaster by controlling sucrose responsiveness.
PubMed:Nonredundant function of two highly homologous octopamine receptors in food-deprivation-mediated signaling in Caenorhabditis elegans.
PubMed:Heightened serotonin influences contest outcome and enhances expression of high-intensity aggressive behaviors.
PubMed:Octopamine-mediated circuit mechanism underlying controlled appetite for palatable food in Drosophila.
PubMed:Dopamine modulates acetylcholine release via octopamine and CREB signaling in Caenorhabditis elegans.
PubMed:Whole brain monoamine detection and manipulation in a stalk-eyed fly.
PubMed:High-performance liquid chromatographic analysis of biogenic amines in pharmaceutical products containing Citrus aurantium.
PubMed:Diversity of (dihydro) hydroxycinnamic acid conjugates in Colombian potato tubers.
PubMed:Drosophila tracks carbon dioxide in flight.
PubMed:Neuronal basis of innate olfactory attraction to ethanol in Drosophila.
PubMed:Study of the photocatalytic transformation of synephrine: a biogenic amine relevant in anti-doping analysis.
PubMed:Synthesis and structure-activity relationships and effects of phenylpropanoid amides of octopamine and dopamine on tyrosinase inhibition and antioxidation.
PubMed:Octopamine receptor gene expression in three lepidopteran species of insect.
PubMed:Molecular determinants of scouting behavior in honey bees.
PubMed:The role of dopamine and serotonin in conditioned food aversion learning in the honeybee.
PubMed:Dopamine and octopamine influence avoidance learning of honey bees in a place preference assay.
PubMed:Conserved features of chronic stress across phyla: the effects of long-term stress on behavior and the concentration of the neurohormone octopamine in the cricket, Gryllus texensis.
PubMed:Determination of biogenic amines in infusions of tea (Camellia sinensis) by HPLC after derivatization with 9-fluorenylmethoxycarbonyl chloride (Fmoc-Cl).
PubMed:Simultaneous determination of flavanones, hydroxycinnamic acids and alkaloids in citrus fruits by HPLC-DAD-ESI/MS.
PubMed:Control of biogenic amines in food--existing and emerging approaches.
PubMed:Social interactions influence dopamine and octopamine homeostasis in the brain of the ant Formica japonica.
PubMed:Development of an ionic liquid-based ultrasonic-assisted liquid-liquid microextraction method for sensitive determination of biogenic amines: application to the analysis of octopamine, tyramine and phenethylamine in beer samples.
PubMed:Autoregulatory and paracrine control of synaptic and behavioral plasticity by octopaminergic signaling.
PubMed:The regulation of feeding and metabolism in response to food deprivation in Caenorhabditis elegans.
PubMed:Octopamine and occupancy: an aminergic mechanism for intruder-resident aggression in crickets.
PubMed:The roles of dopamine and related compounds in reward-seeking behavior across animal phyla.
PubMed:Fast CE analysis of adrenergic amines in different parts of Citrus aurantium fruit and dietary supplements.
PubMed:The monoaminergic modulation of sensory-mediated aversive responses in Caenorhabditis elegans requires glutamatergic/peptidergic cotransmission.
PubMed:Dopamine suppresses octopamine signaling in C. elegans: possible involvement of dopamine in the regulation of lifespan.
PubMed:Comparative neurobiology of feeding in the opisthobranch sea slug, Aplysia, and the pulmonate snail, Helisoma: evolutionary considerations.
PubMed:A new ultra-pressure liquid chromatography method for the determination of biogenic amines in cheese.
PubMed:A high-throughput screen for chemicals that increase the lifespan of Caenorhabditis elegans.
PubMed:Dopamine counteracts octopamine signalling in a neural circuit mediating food response in C. elegans.
PubMed:Induction of neuronal vascular endothelial growth factor expression by cAMP in the dentate gyrus of the hippocampus is required for antidepressant-like behaviors.
PubMed:The satiety signaling neuropeptide perisulfakinin inhibits the activity of central neurons promoting general activity.
PubMed:Metabolic regulation and behavior: how hunger produces arousal - an insect study.
PubMed:Tyramine and octopamine independently inhibit serotonin-stimulated aversive behaviors in Caenorhabditis elegans through two novel amine receptors.
PubMed:An antidepressant that extends lifespan in adult Caenorhabditis elegans.
PubMed:[Behavioral functions of serotonin and octopamine: some paradoxes of comparative physiology].
PubMed:Mass spectrometric determination of the predominant adrenergic protoalkaloids in bitter orange (Citrus aurantium).
PubMed:Functional comparison of full-length and N-terminal-truncated octopamine transporters from Lepidoptera.
PubMed:Octopamine influences honey bee foraging preference.
PubMed:Starvation induces cAMP response element-binding protein-dependent gene expression through octopamine-Gq signaling in Caenorhabditis elegans.
PubMed:Modification of primary and secondary metabolism of potato plants by nitrogen application differentially affects resistance to Phytophthora infestans and Alternaria solani.
PubMed:Experiential effects of appetitive and nonappetitive odors on feeding behavior in the blowfly, Phormia regina: a putative role for tyramine in appetite regulation.
PubMed:A transporter for phenolamine uptake in the arthropod CNS.
PubMed:Moderate weight-lowering effect of octopamine treatment in obese Zucker rats.
PubMed:The effect of octopamine on behavioral responses of free-foraging bumblebees to a change in food source profitability.
PubMed:Functionally distinct dopamine and octopamine transporters in the CNS of the cabbage looper moth.
PubMed:Modulating the modulators: parasites, neuromodulators and host behavioral change.
PubMed:Serotonin regulates repolarization of the C. elegans pharyngeal muscle.
PubMed:Intracerebroventricular administration of octopamine stimulates food intake of chicks through alpha(2)-adrenoceptor.
PubMed:Influence of hygienic quality of raw materials on biogenic amine production during ripening and storage of dry fermented sausages.
PubMed:Liquid chromatographic determination of biogenic amines in fermented foods after derivatization with 3,5-dinitrobenzoyl chloride.
PubMed:[Application of radionuclides in pharmaceutical fields].
PubMed:Octopamine mimics the effects of parasitism on the foregut of the tobacco hornworm Manduca sexta.
PubMed:Effect of proteolytic starter cultures of Staphylococcus spp. on biogenic amine formation during the ripening of dry fermented sausages.
PubMed:Biogenic amines and division of labor in honey bee colonies.
PubMed:Characterization of Drosophila tyramine beta-hydroxylase gene and isolation of mutant flies lacking octopamine.
PubMed:Octopamine mediates rapid stimulation of protein kinase A in the antennal lobe of honeybees.
PubMed:Some pharmacological properties of the oviduct muscularis of the stable fly Stomoxys calcitrans.
PubMed:Habituation of an appetitive reflex in the honeybee.
PubMed:M-octopamine injected into the paraventricular nucleus induces eating in rats: a comparison with noradrenaline-induced eating.
PubMed:On the mechanism of imipramine's influence in lowering p-hydroxyphenylglycol concentrations in the brain. The role of tyrosine.
PubMed:Amphetamine and reserpine deplete brain biogenic amines and alter blow fly feeding behavior.
PubMed:Psychophysiological profiles of the Roman strains of rats.
PubMed:Comparison of thin-layer chromatographic detection methods for histamine from food extracts.
 
Notes:
Octopamine, also known as beta,4-dihydroxyphenethylamine, is an endogenous biogenic amine that is closely related to norepinephrine, and has effects on the adrenergic and dopaminergic systems. (Wikipedia)
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