An alkaloid with cytoprotective and vasorelaxant activities
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(–)-Sinoacutine

Item No. 29889

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(9α,13α)-5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one
CAS Number
4090-18-0
Synonyms
  • (–)-Salutaridine
Molecular Formula
C19H21NO4
Formula Weight
327.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMF:PBS (pH 7.2) (1:4): 0.2mg/mLDMSO: 5mg/mLEthanol: 1mg/mL
λmax
241 nm
SMILES
COC1=C[C@@]2(C3=C(O)C(OC)=CC=C3C[C@@H]4N(C)CC2)C4=CC1=O
InChi Code
InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m0/s1
InChi Key
GVTRUVGBZQJVTF-ORAYPTAESA-N
Origin
Plant/Sinomenii caulis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $90

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    1 mg

    $168

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    5 mg

    $523

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    Product Description

    (–)-Sinoacutine is an alkaloid that has been found in S. acutum and has cytoprotective and vasorelaxant activities.1,2 It inhibits hydrogen peroxide-induced decreases in viability in PC12 cells when used at concentrations of 1 and 10 μM.1 (–)-Sinoacutine induces relaxation of precontracted isolated rat aortic rings (IC50 = 32.8 μM).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bao, G.-H., Qin, G.-W., Wang, R., et al. Morphinane alkaloids with cell protective effects from Sinomenium acutum. J. Nat. Prod. 68(7), 1128-1130 (2005).

    2. Tsai, T.-H., Wang, G.-J., and Lin, L.-C. Vasorelaxing alkaloids and flavonoids from Cassytha filiformis. J. Nat. Prod. 71(2), 289-291 (2008).