A triterpenoid sapogenin with diverse biological activities
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Tenuigenin

Item No. 28824

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2β,3β,4α,12α)-12-(chloromethyl)-2,3-dihydroxy-27-norolean-13-ene-23,28-dioic acid
CAS Number
2469-34-3
Synonyms
  • Senegenin
Molecular Formula
C30H45ClO6
Formula Weight
537.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/ml
SMILES
CC1(C)CC[C@@](CCC2=C3[C@@H](CCl)C[C@@]4([H])[C@@]2(C)CC[C@]5([H])[C@]4(C)C[C@H](O)[C@H](O)[C@@]5(C)C(O)=O)(C(O)=O)[C@@]3([H])C1
InChi Code
InChI=1S/C30H45ClO6/c1-26(2)10-11-30(25(36)37)9-6-17-22(18(30)13-26)16(15-31)12-21-27(17,3)8-7-20-28(21,4)14-19(32)23(33)29(20,5)24(34)35/h16,18-21,23,32-33H,6-15H2,1-5H3,(H,34,35)(H,36,37)/t16-,18+,19+,20-,21+,23+,27+,28+,29+,30-/m1/s1
InChi Key
CWHJIJJSDGEHNS-MYLFLSLOSA-N
Origin
Plant/Polygala tenuifolia
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $61

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    10 mg

    $109

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    25 mg

    $258

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    100 mg

    $968

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    Product Description

    Tenuigenin is a triterpenoid sapogenin that has been found in P. tenuifolia and has diverse biological activities, including antioxidant, anti-inflammatory, and neuroprotective properties.1,2,3 It inhibits IL-1β and reactive oxygen species (ROS) production from LPS-induced mouse BV2 microglia at a concentration of 4 μM.2 Tenuigenin (25 mg/kg per day) decreases NOD-, LRR-, and pyrin domain-containing protein 3 (NLRP3) inflammasome activation and prevents dopaminergic neuronal degeneration in the mouse substantia nigra pars compacta in an MPTP-induced model of Parkinson's disease. Tenuigenin (2 mg/kg) also reduces increases in lung edema and the levels of IL-1β and TNF-α in bronchoalveolar lavage fluid (BALF) in a mouse model of intranasal S. aureus-induced pneumonia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dugan, J.J., De Mayo, P., and Starratt, A.N. Terpenoids: V. Senegenin: Functional groups and part structure. Can. J. Chem. 42(3), 491-501 (1964).

    2. Fan, Z., Liang, Z., Yang, H., et al. Tenuigenin protects dopaminergic neurons from inflammation via suppressing NLRP3 inflammasome activation in microglia. J. Neuroinflammation 14(1), 256 (2017).

    3. Yu, B., Qiao, J., Shen, Y., et al. Protective effects of tenuigenin on Staphylococcus aureus-induced pneumonia in mice. Microb. Pathog. 110, 385-389 (2017).