A steroidal saponin with diverse biological activities
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Disogluside

Item No. 34746

Technical Information
Formal Name
(3β,25R)-spirost-5-en-3-yl β-D-glucopyranoside
CAS Number
14144-06-0
Synonyms
  • Diosgenin 3-O-β-D-Glucopyranoside
  • Diosgenin Glucoside
  • Diosgenyl β-D-Glucopyranoside
Molecular Formula
C33H52O8
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
SMILES
C[C@@]12[C@]3([H])[C@@](C[C@@]1([H])[C@@]4([H])[C@]([C@@]5(C(C[C@H](CC5)O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)CO)=CC4)C)([H])CC2)([H])O[C@]7(CC[C@H](CO7)C)[C@H]3C
InChi Code
InChI=1S/C33H52O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h5,17-18,20-30,34-37H,6-16H2,1-4H3/t17-,18+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
InChi Key
WXMARHKAXWRNDM-GAMIEDRGSA-N
Origin
Plant/Trillium tschonoskii Maxim Root
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Disogluside is a steroidal saponin that has been found in T. tschonoskii and has diverse biological activities.1,2,3,4,5 It is an inhibitor of UDP-glucuronosyltransferase (UGT) isoform UGT1A4 (IC50 = 10.5 µM).1 Disogluside is cytotoxic to K562 chronic myeloid leukemia (CML) cells (IC50 = ~7.5 µM).2 It improves neurological function and decreases neuronal damage in a rat model of spinal cord injury when administered at a dose of 100 mg/kg.3 Disogluside (50 mg/kg) decreases serum levels of glucose, insulin, and triglycerides in diabetic db/db mice.4 It reduces serum malondialdehyde (MDA) levels and stomach myeloperoxidase (MPO) activity in a mouse model of ethanol-induced gastric ulcers.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, M., Dong, P., Tian, X., et alDrug interaction study of natural steroids from herbs specifically toward human UDP-glucuronosyltransferase (UGT) 1A4 and their quantitative structure activity relationship (QSAR) analysis for prediction. Pharmacol. Res. 110, 139-150 (2016).

    2. Liu, M.-J., Wang, Z., Ju, Y., et alThe mitotic-arresting and apoptosis-inducing effects of diosgenyl saponins on human leukemia cell lines. Biol. Pharm. Bull. 27(7), 1059-1065 (2004).

    3. Chen, X.-B., Wang, Z.-L., Yang, Q.-Y., et alDiosgenin glucoside protects against spinal cord injury by regulating autophagy and alleviating apoptosis. Int. J. Mol. Sci. 19(8), 2274 (2018).

    4. Wu, Y., Ye, F., Lu, Y., et alDiosgenin glucoside protects against myocardial injury in diabetic mice by inhibiting RIP140 signaling. Am. J. Transl. Res. 10(11), 3742-3749 (2018).

    5. Chen, T., Jiang, W., Zhang, H., et alProtective effect of trillin against ethanol-induced acute gastric lesions in an animal model. RSC Adv. 6, 20081-20088 (2016).