(-)-N-methylcoclaurine
(-)-N-methylcoclaurine ((-)-(1R)-N-methylcoclaurine) is a benzylisoquinoline alkaloid and melanogenesis inhibitor with an IC50 of 6.5 μM that can be found in the flower buds of Nelumbo nucifera. (-)-N-methylcoclaurine inhibits theophylline-stimulated melanogenesis in melanoma cells. (-)-N-methylcoclaurine can be used for the research of skin hyperpigmentation disorders.
For research use only. We do not sell to patients.
- CAS No.: 5096-70-8
- Formula: C18H21NO3
- Molecular Weight:299.36
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
(-)-N-methylcoclaurine (3-30 μM) inhibits theophylline-stimulated melanogenesis in murine B16 melanoma 4A5 cells with an IC50 of 6.5 μM, without notable cytotoxicity at effective concentrations[1].
(-)-N-methylcoclaurine (10-100 μM) does not exhibit meaningful mushroom tyrosinase inhibitory activity at tested concentrations[1].
(-)-N-methylcoclaurine is present in varying quantities across different parts and regional samples of dried Nelumbo nucifera flower buds, with the highest content detected in Thai petal samples (5.85 mg/g dry material)[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 5096-70-8
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Molecular Weight 299.36
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Formula C18H21NO3
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SMILES
OC1=CC2=C(C=C1OC)CCN(C)[C@@H]2CC3=CC=C(O)C=C3
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Synonyms
(–)-(1R)-N-methylcoclaurine
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)