Information
Higenamine (Norcoclaurine, (+-)-Demethylcoclaurine), also known as Norcoclaurine HCl, is a non-selectiveβ2 adrenoceptoragonist which is a chemical compound naturally occurring in a number of plants.
Targets
β2-adrenoceptor ; α1-adrenoceptor
In vitro
Higenamine is a potential β2-adrenoceptor agonist. As a potent cardiotonic and vasodilator, It is also an α1 antagonist and a weak α2 agonist. Higenamine decreases the intracellular dopamine content dose-dependently and shows 55.2% inhibition of dopamine content in PC12 cells at a concentration of 2OM with 24h incubation. The IC50 value of higenamine for inhibiting dopamine biosynthesis in PC12 cells is 18.2 μM. Dopamine content is lowered and reaches minimal level at 12—24h after exposure to higenamine.
In vivo
Higenamine can produce relaxation in tracheal muscle. Higenamine has anti-thrombotic effects in both mouse acute thrombosis model and rat arterio-venous shunt (AV-shunt) models. The oral administration of higenamine (50 or 100 mg/kg) increases the recovery rates from the acute thrombotic challenge in mice and lowers the weight of thrombus formed inside the AV-shunt tube in rats.
Cell Research(from reference)
Cell lines：PC12 cells
Concentrations：5-20 μM
Incubation Time：12-48 h
| ALogP | 3.031 |
|---|---|
| Recuento HBD | 4 |
| Enlace rotable | 2 |
| Pubchem Sid | 504757586 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504757586 |
| Sonrisas canónicas | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl |
| IUPAC Name | 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;hydrochloride |
| InChIKey | SWWQQSDRUYSMAR-UHFFFAOYSA-N |
| INCHI | 1S/C16H17NO3.ClH/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14;/h1-4,8-9,14,17-20H,5-7H2;1H |
| Isómeros SMILES | C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=C(C=C3)O.Cl |
| Peso molecular | 307.77 |
| Reaxy-Rn | 5190862 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5190862&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Isoquinolines and derivatives |
| Subclass | Benzylisoquinolines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzylisoquinolines |
| Alternative Parents | Tetrahydroisoquinolines Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Dialkylamines Azacyclic compounds Organopnictogen compounds Organooxygen compounds Hydrochlorides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Benzylisoquinoline - Tetrahydroisoquinoline - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Secondary aliphatic amine - Secondary amine - Azacycle - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Hydrochloride - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 H2416050 | Certificate of Analysis | Jun 08, 2026 | H413084 |
| K2218692 | Certificate of Analysis | Jun 08, 2026 | H413084 |
| K2218702 | Certificate of Analysis | Jun 08, 2026 | H413084 |
| K2218706 | Certificate of Analysis | Jun 08, 2026 | H413084 |
| K2218773 | Certificate of Analysis | Jun 08, 2026 | H413084 |
| E2408066 | Certificate of Analysis | Feb 04, 2026 | H413084 |
| G2509102 | Certificate of Analysis | Jul 18, 2025 | H413084 |
| Solubilidad | Solubility (25°C) In vitro DMSO: 61 mg/mL (198.19 mM); |
|---|---|
| Sensibilidad | Light and humidity sensitive |
| DMSO (mg/ml) Solubilidad máxima | 61 |
| DMSO (mM) Solubilidad máxima | 198.1999545 |
| Peso molecular | 307.770 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 307.098 Da |
| Monoisotopic Mass | 307.098 Da |
| Topological Polar Surface Area | 72.700 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 317.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
| 1. Ying Li, Zhi-Hao Ma, Xiao Liu, Wenting Zhu, Long Chen, Wanyi Xu, Lei Wang, Jingquan Dong, Zi-Bo Dong. (2025) Higenamine hydrochloride prevents renal inflammation and fibrosis in diabetic nephropathy by inhibiting the STAT3 signaling pathway. TOXICOLOGY AND APPLIED PHARMACOLOGY, [PMID:40701193] [10.1016/j.taap.2025.117483] |
| 2. Li Ying, Wang Lei, Cao Yan, Lu Hujing, Zhou Jiawen, Zhao Panpan, Guan Xinying, Dong Zibo. (2025) Higenamine Hydrochloride Attenuates Neuroinflammation in Type I Diabetic Mice by Inhibiting the CRTC2-CREB Signaling Pathway via PAK4. MOLECULAR NEUROBIOLOGY, [PMID:40986265] [10.1007/s12035-025-05271-z] |
| 3. Li Ying, Wang Lei, Guan Tianyue, Chen Yaru, Zhu Wenting, Liu Xiao, Li Yusa, Huang Hongyu, Dong Zibo, Zhang Honggang. (2025) Higenamine Hydrochloride Ameliorates Diabetic Cardiomyopathy Through RhoA/MEK/ERK Pathway. INFLAMMATION, [PMID:41469427] [10.1007/s10753-025-02403-4] |
