Octopamine (HCID 4581)

Names & identifiers

Preferred name: Octopamine
IUPAC: 4-(2-amino-1-hydroxyethyl)phenol
English name: Octopamine
Molecular formula: C8H11NO2
Molecular weight: 153.18

Names & synonyms

octopamine4-(2-Amino-1-hydroxyethyl)phenolNorsynephrine104-14-3NorsympatolOctopaminaoctopaminumND 501-(p-Hydroxyphenyl)-2-aminoethanolalpha-(Aminomethyl)-p-hydroxybenzyl alcoholDTXSID7043873alpha-(Aminoethyl)-4-hydroxybenzenemethanol

Show more names

p-OctopamineNordenOctapamineOctopaMine-d31-(4-HYDROXYPHENYL)-2-AMINOETHANOLC04227AnaletNorfen

4-OctopamineND-50Benzenemethanol, alpha-(aminomethyl)-4-hydroxy-14O50WS8JDNSC-757399DTXCID5023873CHEBI:17134para-Octopamine

Database identifiers

CAS: 104-14-3
PubChem CID: 4581
DTXSID: DTXSID7043873
ChEMBL: CHEMBL53929
ChEBI: CHEBI:17134
UNII: 14O50WS8JD
EC Number: 203-179-5
Nikkaji: J5.024E

Properties

Computed structural properties

XLogP: -1.1
Topological polar surface area: 66.5 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 111

Experimental & physicochemical properties

Collision Cross Section124.3 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 157 · 157-158 °C
Boiling point: 276.1 °C · 276.1°C (rough estimate)
Density: 1.1577 · 1.1577 (rough estimate)
refractive index: 1.501 · 1.5010 (estimate)
solubility: Water (Easy)
pka: 8.88 · pKa 8.88 (Uncertain);9.53 (Uncertain)
optical activity: -56.025 · D -56.025 (0.1 mol dm-3 HCl)
Cosmetics Ingredients Functions: SKIN CONDITIONING
CAS DataBase Reference: 104 · 104-14-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1-3
FDA UNII: 14 O50WS8JD · 14O50WS8JD
ATC code: 1 CA18 · C01CA18
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H312
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
RIDADR: 3249 · 3249
HazardClass: 6.1 · 6.1(b)
PackingGroup: III
Toxicity: 50 oral · LD50 oral in rat: 1240mg/kg

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (50%): Harmful in contact with skin [Warning Acute toxicity, dermal]

P264, P270, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

ridadr: 3249
Toxicity: LD50 oral in rat: 1240mg/kg
Signal word: Warning
Symbol(GHS): GHS07
hazard_class: 6.1(b)
packing_group: III
Hazard statements: H302-H312
Precautionary statements: P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501

Chemistry & industry

Pharmacology

ATC Code · 2 items

C - Cardiovascular system；C01 - Cardiac therapy；C01C - Cardiac stimulants excl. cardiac glycosides；C01CA - Adrenergic and dopaminergic agents；C01CA18 - Octopamine

QC - Cardiovascular system；QC01 - Cardiac therapy；QC01C - Cardiac stimulants excl. cardiac glycosides；QC01CA - Adrenergic and dopaminergic agents；QC01CA18 - Octopamine

MeSH Pharmacological Classification · 2 items

Drugs that selectively bind to and activate alpha adrenergic receptors.

Drugs used to cause constriction of the blood vessels.

Uses & manufacturing

Use ClassificationPharmaceuticals

Applications

DescriptionAn alkaloid found in annual rye grass, this base has been suggested as a possible precursor of annuloline (q.v.).

UsesOctopamine is a biogenic monoamine structurally related to Noradrenaline (N661038), it acts as a neurohormone, neuromodulator and a neurotransmitter in invertebrates.

Upstream & downstream products

广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]

青岛司臣生物科技有限公司0532-85625977 13668866880 · [email protected]

烟台正信新材料科技有限公司13854547682 13854547682 · [email protected]

玺标（上海）科技有限公司18512111473 18512111473 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Octopamine is a member of the class of phenylethanolamines that is phenol which is substituted at the para- position by a 2-amino-1-hydroxyethyl group. A biogenic phenylethanolamine which has been found to act as a neurotransmitter, neurohormone or neuromodulator in invertebrates. It has a role as a neurotransmitter. It is a member of phenylethanolamines and a member of tyramines. It is a conjugate base of an octopaminium.