An aporphine alkaloid with diverse biological activities
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Remerin

Item No. 36035

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6,7aR,7a,8-tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
CAS Number
548-08-3
Synonyms
  • (–)-Roemerine
  • (R)-Roemerine
Molecular Formula
C18H17NO2
Formula Weight
279.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Soluble
λmax
230, 272 nm
SMILES
CN1[C@@]2([H])C3=C(CC1)C=C(OCO4)C4=C3C5=CC=CC=C5C2
InChi Code
InChI=1S/C18H17NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,9,14H,6-8,10H2,1H3/t14-/m1/s1
InChi Key
JCTYWRARKVGOBK-CQSZACIVSA-N
Origin
Plant/Nelumbo nucifera
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Product Description

    Remerin is an aporphine alkaloid that has been found in N. nucifera and has diverse biological activities.1,2,3,4 It selectively binds to the serotonin (5-HT) receptor subtype 5-HT2A over 5-HT1A and dopamine D1 and D2 receptors (Kis = 0.0621, 1.17, 1.4, and 22.6 µM, respectively).2 Remerin is active against C. albicans as well as chloroquine-resistant and -sensitive strains of P. falciparum with IC50 values of 4.5, 0.4, and 0.2 µg/ml, respectively.1 It enhances cytotoxicity induced by vinblastine (Item No. 11762) in multidrug-resistant KB-V1 oral epidermoid carcinoma cells.3 Remerin (20 mg/kg) improves survival in a mouse model of sepsis induced by methicillin-resistant S. aureus (MRSA).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Agnihotri, V.K., ElSohly, H.N., Khan, S.I., et al. Constituents of Nelumbo nucifera leaves and their antimalarial and antifungal activity. Phytochem. Lett. 1(2), 89-93 (2008).

    2. Munusamy, V., B.K., Y., Buckle, M.J.C., et al. Structure-based identification of aporphines with selective 5-HT2A receptor-binding activity. Chem. Biol. Drug Des. 81(2), 250-256 (2012).

    3. You, M., Wickramaratne, D.B.M., Silva, G.L., et al. (﹘)-Roemerine, an aporphine alkaloid from Annona senegalensis that reverses the multidrug-resistance phenotype with cultured cells. J. Nat. Prod. 58(4), 598-604 (1995).

    4. Yin, S., Rao, G., Wang, J., et al. Roemerine improves the survival rate of septicemic BALB/c mice by increasing the cell membrane permeability of Staphylococcus aureus. PLoS One 10(11), e0143863 (2015).