Higenamine

Modify Date: 2025-08-27 07:11:20

Higenamine structure	Common Name	Higenamine
	CAS Number	5843-65-2	Molecular Weight	271.311
	Density	1.3±0.1 g/cm3	Boiling Point	522.4±50.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₁₇NO₃	Melting Point	208-210℃
	MSDS	N/A	Flash Point	209.6±20.7 °C

Use of Higenamine

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].

Name	(RS)-norcoclaurine
Synonym	More Synonyms

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].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Endocrinology
Target	β2-AR[1]
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.

Density	1.3±0.1 g/cm3
Boiling Point	522.4±50.0 °C at 760 mmHg
Melting Point	208-210℃
Molecular Formula	C₁₆H₁₇NO₃
Molecular Weight	271.311
Flash Point	209.6±20.7 °C
Exact Mass	271.120850
PSA	72.72000
LogP	1.41
Vapour Pressure	0.0±1.4 mmHg at 25°C
Index of Refraction	1.666
InChIKey	WZRCQWQRFZITDX-UHFFFAOYSA-N
SMILES	Oc1ccc(CC2NCCc3cc(O)c(O)cc32)cc1

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 DATA

ACUTE 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

dopamine

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2-(4-HYDROXYPHE...

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~99%

Higenamine

CAS#:5843-65-2

Literature: Pesnot, Thomas; Gershater, Markus C.; Ward, John M.; Hailes, Helen C. Advanced Synthesis and Catalysis, 2012 , vol. 354, # 16 p. 2997 - 3008

(1S)-6,7-dimeth...

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(R)-norcoclaurine

CAS#:106032-53-5

Higenamine

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Literature: Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

3,4-Dimethoxyph...

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(R)-norcoclaurine

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Higenamine

CAS#:5843-65-2

Literature: Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

(S)-(+)-2-(3,4-...

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(R)-norcoclaurine

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Higenamine

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Literature: Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

(S)-(-)-[2-(3,4...

CAS#:114105-51-0

(R)-norcoclaurine

CAS#:106032-53-5

Higenamine

CAS#:5843-65-2

Literature: Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

N-[2-(3,4-dimet...

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(R)-norcoclaurine

CAS#:106032-53-5

Higenamine

CAS#:5843-65-2

Literature: Advanced Synthesis and Catalysis, , vol. 354, # 16 p. 2997 - 3008

Precursor 7
CAS#:51-61-6 dopamine CAS#:7339-87-9 2-(4-HYDROXYPHE... CAS#:1421820-28-1 (1S)-6,7-dimeth... CAS#:93-40-3 3,4-Dimethoxyph...
CAS#:114105-64-5 (S)-(+)-2-(3,4-... CAS#:114105-51-0 (S)-(-)-[2-(3,4... CAS#:1421820-27-0 N-[2-(3,4-dimet...
DownStream 0

Name: Primary qHTS assay for small molecule inhibitors of Inositol hexaphosphate kinase 1 (...
Source: NCGC
External Id: IP6K1-p1

Name: Potency was measured by the displacement of [3H]spiperone binding to human D2 dopamin...
Source: ChEMBL
Target: D(2) dopamine receptor
External Id: CHEMBL670395

Name: Cytochrome P450 family 3 subfamily A member 4 (CYP3A4) small molecule antagonists: lu...
Source: NCGC
External Id: CYP3A4437

Name: Cytochrome P450 family 2 subfamily D member 6 (CYP2D6) small molecule antagonists: lu...
Source: NCGC
External Id: CYP2D6395

Name: Cytochrome P450 family 2 subfamily C member 9 (CYP2C9) small molecule antagonists: lu...
Source: NCGC
External Id: CYP2C9536

Name: Inhibition of MAO (unknown origin)
Source: ChEMBL
Target: N/A
External Id: CHEMBL5224066

Name: Cytochrome P450 family 3 subfamily A member 7 (CYP3A7) small molecule antagonists: lu...
Source: NCGC
External Id: CYP3A7681

Name: Inhibition of LSD1 (unknown origin)
Source: ChEMBL
Target: Lysine-specific histone demethylase 1A
External Id: CHEMBL5224065

Name: Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV)
Source: NCGC
External Id: APP-Toga-CHIKV-nsp2-p

Name: Agonist activity at beta2 adrenergic receptor in rat L6 cell lysate assessed as incre...
Source: ChEMBL
Target: Beta-2 adrenergic receptor
External Id: CHEMBL4180557

Total 31, Current Page 1 of 4

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

(+-)-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

6,7-Isoquinolinediol,1,2,3,4-tetrahydro-1-((4-hydroxyphenyl)methyl)-,(+-)

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Suzhou Senfeida Chemical Co., Ltd
China
Product Name: Higenamine
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Higenamine

Use of Higenamine

Names

Higenamine Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

Synthetic Route

Precursor & DownStream

HigenamineBioassay

Synonyms

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