An inhibitor of dopamine biosynthesis
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(1R,9S)-(–)-β-Hydrastine

Item No. 22363

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S)-6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
CAS Number
118-08-1
Molecular Formula
C21H21NO6
Formula Weight
383.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/ml
λmax
299 nm
SMILES
CN1CCC2=C(C=C(OCO3)C3=C2)[C@]1([H])[C@]4([H])C(C=CC(OC)=C5OC)=C5C(O4)=O
InChi Code
InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1
InChi Key
JZUTXVTYJDCMDU-MOPGFXCFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

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    50 mg

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    Product Description

    (1R,9S)-(–)-β-Hydrastine is an enantiomer of the alkaloid hydrastine that inhibits dopamine biosynthesis (IC50 = 20.7 µM in PC12 cells) by inhibiting tyrosine hydroxylase activity.1,2 It inhibits dopamine release with an IC50 value of 66.5 µM in the presence of high extracellular K+ levels. It also inhibits L-type and caffeine-activated store-operated Ca2+ channels and prevents Ca2+ leakage from intracellular stores.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, S.H., Shin, J.S., Lee, J.J., et al. Effects of hydrastine derivatives on dopamine biosynthesis in PC12 cells. Planta Med. 67(7), 609-613 (2001).

    2. Yin, S.Y., Kim, Y.M., Lee, J.J., et al. Enantio-selective inhibition of (1R,9S)- and (1S,9R)-β-hydrastines on dopamine biosynthesis in PC12 cells. Neuropharmacology 47(7), 1045-1052 (2004).

    3. Yin, S.Y., Kim, Y.M., Lee, J.J., et al. Effects of (1R,9S)-β-hydrastine on intracellular calcium concentration in PC12 cells. Biol. Pharm. Bull. 30(8), 1547-1550 (2007).

    4. Yin, S.Y., Jin, C.M., Yang, Y.J., et al. Inhibitory effects of (1R,9S)-β-Hydrastine on calcium transport in PC12 cells. Arch. Pharm. Res. 30(1), 109-113 (2007).