Introduction：Basic information about CAS 5843-65-2|Higenamine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Higenamine |
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| CAS Number | 5843-65-2 | Molecular Weight | 271.311 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 522.4±50.0 °C at 760 mmHg |
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| Molecular Formula | C16H17NO3 | Melting Point | 208-210℃ |
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| MSDS | / | Flash Point | 209.6±20.7 °C |
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Names
| Name | (RS)-norcoclaurine |
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| Synonym | More Synonyms |
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Higenamine BiologicalActivity
| Description | Higenamine (Norcoclaurine), a β2-AR agonist, is a key component of the Chinese herb aconite root that prescribes for treating symptoms of heart failure in the oriental Asian countries. Higenamine (Norcoclaurine) has anti-apoptotic effects[1][2]. |
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| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Endocrinology |
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| Target | β2-AR[1] |
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| References | [1]. Wu MP, et al. Higenamine protects ischemia/reperfusion induced cardiac injury and myocyte apoptosis through activation of β2-AR/PI3K/AKT signaling pathway. Pharmacol Res. 2016 Feb;104:115-23. [2]. Lee SR, et al. Acute oral intake of a higenamine-based dietary supplement increases circulating free fatty acidsand energy expenditure in human subjects. Lipids Health Dis. 2013 Oct 21;12:148. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 522.4±50.0 °C at 760 mmHg |
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| Melting Point | 208-210℃ |
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| Molecular Formula | C16H17NO3 |
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| Molecular Weight | 271.311 |
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| Flash Point | 209.6±20.7 °C |
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| Exact Mass | 271.120850 |
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| PSA | 72.72000 |
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| LogP | 1.41 |
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| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
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| Index of Refraction | 1.666 |
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| InChIKey | WZRCQWQRFZITDX-UHFFFAOYSA-N |
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| SMILES | Oc1ccc(CC2NCCc3cc(O)c(O)cc32)cc1 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- GG5370000
- CHEMICAL NAME :
- Coclaurine, O-demethyl-, (+-)-
- CAS REGISTRY NUMBER :
- 5843-65-2
- LAST UPDATED :
- 199503
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C16-H17-N-O3
- MOLECULAR WEIGHT :
- 271.34
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 3350 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 58900 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
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Synonyms
| Higenamine |
| 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydroisochinolin-6,7-diol |
| (R,S)-norcoclaurine |
| (+-)-O-Demethylcoclaurine |
| Coclaurine,O-demethyl-,(+-) |
| 1-(p-hydroxybenzyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline |
| 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]- |
| (+-)-Demethylcoclaurine |
| rac-norcoclaurine |
| 1-(4-Hydroxybenzyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol |
| (±)-HIGENAMINE |
| Norcoclaurine |
| 1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol |
| 1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol |
| UNII:TBV5O16GAP |
| Isoquinolin-6,7-diol, 1,2,3,4-tetrahydro-1-[4-hydroxybenzyl]- |
| 6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-, (±)- |
| 6,7-Isoquinolinediol,1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-,(+-) |
