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Cat. No.: HY-N2037B

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(S)-Higenamine

(Synonyms: (S)-Norcoclaurine)

1 Cited Publications

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Based on 1 publication(s) in Google Scholar

(S)-Higenamine ((S)-Norcoclaurine), a S-enantiomer of Higenamine, is the entry compound in benzylisoquinoline alkaloid biosynthesis. (S)-Higenamine is produced by the condensation of dopamine and 4-hydroxyphenylacetaldehyde (4-HPAA) by norcoclaurine synthase (NCS).

For research use only. We do not sell to patients.

CAS No.: 22672-77-1
Formula: C₁₆H₁₇NO₃
Molecular Weight:271.31

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Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (267 KB)

(S)-Higenamine Chemical Structure

CAS No.: 22672-77-1

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
Chemical Information
Publications (1)
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Biological Activity

Description

All Endogenous Metabolite Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
Platelet	IC₅₀	1.6 μM Compound: 1S, (S)-(-)-higenamine	Inhibition of epinephrine-induced platelet aggregation in rat blood Inhibition of epinephrine-induced platelet aggregation in rat blood	[PMID: 18556200]
Platelet	IC₅₀	25 μM Compound: 1S, (S)-(-)-higenamine	Inhibition of U46619-induced platelet aggregation in rat blood Inhibition of U46619-induced platelet aggregation in rat blood	[PMID: 18556200]
Platelet	IC₅₀	450 μM Compound: 1S, (S)-(-)-higenamine	Inhibition of collagen-induced platelet aggregation in rat blood Inhibition of collagen-induced platelet aggregation in rat blood	[PMID: 18556200]
Platelet	IC₅₀	9.1 μM Compound: 1S, (S)-(-)-higenamine	Inhibition of NaAA-induced platelet aggregation in rat blood Inhibition of NaAA-induced platelet aggregation in rat blood	[PMID: 18556200]
Platelet	IC₅₀	>1000 μM Compound: 1S, (S)-(-)-higenamine	Inhibition of ADP-induced platelet aggregation in rat blood Inhibition of ADP-induced platelet aggregation in rat blood	[PMID: 18556200]

In Vitro

The biosynthetic pathway leading to benzylisoquinoline alkaloids originates from the enzyme-catalyzed condensation of dopamine and 4-hydrophenylacetaldehyde to yield (S)-norcoclaurine. Both substrates are secondary metabolites derived from the decarboxylation/hydroxylation/deamination of tyrosine^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 22672-77-1
Molecular Weight 271.31
Formula C₁₆H₁₇NO₃
SMILES

OC1=CC2=C([C@H](CC3=CC=C(O)C=C3)NCC2)C=C1O
Synonyms

(S)-Norcoclaurine
Structure Classification
- Alkaloids
- Isoquinoline Alkaloids
- Phenols
- Polyphenols
Initial Source
- Endogenous metabolite
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Publications (1)

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Journal Impact Factor

Int J Biol Macromol

Genome-wide identification of O-methyltransferase genes in Stephania yunnanensis and their roles in benzylisoquinoline alkaloid biosynthesis. [Abstract]

2026 Apr:356:151603. PMID: 41876022

Purity & Documentation

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Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (267 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Minami H, et al. Functional analysis of norcoclaurine synthase in Coptis japonica. J Biol Chem. 2007;282(9):6274‐6282. [Content Brief]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

(S)-Higenamine

1 Cited Publications

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Biological Activity
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Publications (1)
Purity & Documentation
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(S)-Higenamine

Publications Citing Use of MedChemExpress (MCE) (S)-Higenamine

All Endogenous Metabolite Isoforms

Biological Activity

Chemical Information

Publications (1)

Purity & Documentation

References

Calculators

Help & FAQs

(S)-Higenamine Related Classifications

HY-N2037B Related Classifications