Mitraphylline, 5MG

SKU:
CAY-25528-5MG
  • $276.00

    • Description

    Mitraphylline, 5MG

    Technical Information
    Formal Name
    (1'S,3R,4'aS,5'aS,10'aR)-1,2,5',5'a,7',8',10',10'a-octahydro-1'-methyl-2-oxo-spiro[3H-indole-3,6'(4'aH)-[1H]pyrano[3,4-f]indolizine]-4'-carboxylic acid, methyl ester
    CAS Number
    509-80-8
    Molecular Formula
    C21H24N2O4
    Formula Weight
    368.4
    Purity
    ≥98%
    Formulation
    A crystalline solid
    Solubility
    • DMF: 5 mg/ml
    • DMSO: 5 mg/ml
    • DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
    • Ethanol: slightly soluble
    λmax
    243 nm
    SMILES
    O=C1NC2=C(C=CC=C2)[C@]31CCN4C[C@]5([H])[C@H](C)OC=C(C(OC)=O)[C@@]5([H])C[C@]43[H]
    InChi Code
    InChI=1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14+,18-,21+/m0/s1
    InChi Key
    JMIAZDVHNCCPDM-DAFCLMLCSA-N
    Origin
    Plant/Uncaria tomentosa
    Shipping & Storage Information
    Storage
    -20°C
    Shipping
    Wet ice in continental US; may vary elsewhere
    Stability
    ≥ 2 years
    Product Description

    Mitraphylline is the major pentacyclic oxindolic alkaloid found in U. tomentosa and has anti-inflammatory and antiproliferative properties.1,2,3,4 It reduces production of nitric oxide (NO), IL-8, IL-6, and TNF-α as well as expression of inducible nitric oxide synthase (iNOS) in LPS-activated human neutrophils.1 Mitraphylline inhibits the growth of SKN-BE(2) neuroblastoma, GAMG glioblastoma, MHH-ES-1 Ewing's sarcoma, and MT-3 breast cancer cells (IC50s = 12.3, 20, 17.15, and 11.18 μM, respectively).2,3 In vivo, mitraphylline (30 mg/kg per day) inhibits LPS-induced release of IL-1α, IL-1β, IL-17, and TNF-α in mouse serum.4

    WARNING This product is not for human or veterinary use.