Isorhynchophylline, 5MG

SKU:
CAY-29650-5MG
  • $57.00

    • Description

    Isorhynchophylline, 5MG

    Technical Information
    Formal Name
    (αE,1′S,6′R,7′S,8′aS)-6′-ethyl-1,2,2′,3′,6′,7′,8′,8′a-octahydro-α-(methoxymethylene)-2-oxo-spiro[3H-indole-3,1′(5′H)-indolizine]-7′-acetic acid, methyl ester
    CAS Number
    6859-01-4
    Synonyms
    • (+)-Isorhynchophylline
    Molecular Formula
    C22H28N2O4
    Formula Weight
    384.5
    Purity
    ≥95%
    Formulation
    A solid
    Solubility
    • DMF: 10mg/mL
    • DMSO: 10mg/mL
    • DMSO:PBS (pH 7.2) (1:5): 0.16mg/mL
    • Ethanol: 1mg/mL
    λmax
    242 nm
    SMILES
    O=C(OC)/C([C@@H]1[C@@H](CC)CN2[C@@]([C@@]3(C(C=CC=C4)=C4NC3=O)CC2)([H])C1)=C/OC
    InChi Code
    InChI=1S/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1
    InChi Key
    DAXYUDFNWXHGBE-VKCGGMIFSA-N
    Origin
    Plant/Uncaria Rhynchophylla
    Shipping & Storage Information
    Storage
    -20°C
    Shipping
    Room Temperature in continental US; may vary elsewhere
    Stability
    ≥ 2 years
    Product Description

    Isorhynchophylline is an oxindole alkaloid that has been found in Uncaria and has diverse biological activities, including neuroprotective, anticancer, and antihypertensive properties.1,2,3,4 It inhibits decreases in cell viability and increases in intracellular levels of reactive oxygen species (ROS) and malondialdehyde (MDA) induced by amyloid-β (25-35) (Aβ (25-35); Item No. 24155) in PC12 cells in a concentration-dependent manner.1 Isorhynchophylline (30 and 100 μM) attenuates decreases in population spike amplitudes in the CA1 region of a rat hippocampal slice model of ischemia induced by oxygen and D-glucose deprivation.2 It decreases the viability of HepG2, A549, BxPC-3, Caki-1, RPMI-8226, and 786-O cells (IC50s = 130-292 μM).3 In HepG2 cells, isorhynchophylline induces apoptosis, inhibits cell migration in a wound healing assay, and decreases invasion in a Matrigel™ assay. Isorhynchophylline (0.1% in the diet) decreases right ventricular end systolic pressure, hypertrophy, and fibrosis in a rat model of pulmonary arterial hypertension induced by monocrotaline (Item No. 16666).4

    WARNING This product is not for human or veterinary use.