A benzylisoquinoline alkaloid with diverse biological activities
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Scoulerine

Item No. 35140

Technical Information
Formal Name
5,8,13,13aS-tetrahydro-3,10-dimethoxy-6H-dibenzo[a,g]quinolizine-2,9-diol
CAS Number
6451-73-6
Synonyms
  • (–)-Scoulerine
  • l-Scoulerine
  • (S)-Scoulerine
Molecular Formula
C19H21NO4
Formula Weight
Purity
≥95%
A crystalline solid
Chloroform: Slightly SolubleMethanol: Slightly Soluble
SMILES
OC1=C(OC)C=C2CCN(CC3=C(O)C(OC)=CC=C3C4)[C@]4([H])C2=C1
InChi Code
InChI=1S/C19H21NO4/c1-23-17-4-3-11-7-15-13-9-16(21)18(24-2)8-12(13)5-6-20(15)10-14(11)19(17)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3/t15-/m0/s1
InChi Key
KNWVMRVOBAFFMH-HNNXBMFYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Scoulerine is a benzylisoquinoline alkaloid that has been found in C. cava and has diverse biological activities.1,2,3 It selectively binds to the dopamine D1 and D2 receptors (Kis = 22 and 214 nM, respectively) over the serotonin (5-HT) receptor subtypes 5-HT1A and 5-HT2A in HEK293 cells when used at a concentration of 10 µM.1 Scoulerine inhibits proliferation in a panel of leukemia cell lines (IC50s = 2.7-6.5 µM).2 It inhibits methamphetamine-induced conditioned place preference in mice when administered at a dose of 5 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, H., Zhu, L., Yang, H., et alAsymmetric total synthesis and identification of tetrahydroprotoberberine derivatives as new antipsychotic agents possessing a dopamine D1, D2 and serotonin 5-HT1A multi-action profile. Bioorg. Med. Chem. 21(4), 856-868 (2013).

    2. Habartova, K., Havelek, R., Seifrtova, M., et alScoulerine affects microtubule structure, inhibits proliferation, arrests cell cycle and thus culminates in the apoptotic death of cancer cells. Sci. Rep. 8(1), 4829 (2018).

    3. Mi, G., Gao, Y., Yan, H., et all-Scoulerine attenuates behavioural changes induced by methamphetamine in zebrafish and mice. Behav. Brain Res. 298(Pt A), 97-104 (2016).