A steroidal saponin with diverse biological activities
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Methylprotodioscin

Item No. 36344

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,22α,25R)-26-(β-D-glucopyranosyloxy)-22-methoxyfurost-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-β-D-glucopyranoside
CAS Number
54522-52-0
Synonyms
  • 22-O-Methylprotodioscin
  • NSC 698790
  • Smilax Saponin B
Molecular Formula
C52H86O22
Formula Weight
1063.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
C[C@@]12[C@](C[C@@]3([H])[C@]2([H])[C@@H]([C@](CC[C@@H](C)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)(OC)O3)C)([H])[C@@]5([H])[C@]([C@@]6(C(C[C@H](CC6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)=CC5)C)([H])CC1
InChi Code
InChI=1S/C52H86O22/c1-21(20-66-46-40(61)39(60)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(32(19-54)71-49)72-47-41(62)37(58)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3/t21-,22+,23+,24+,26+,27-,28+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+,52-/m1/s1
InChi Key
HSSJYSJXBOCKQM-GVTGEURHSA-N
Origin
Plant/Dioscorea opposita
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Methylprotodioscin is a steroidal saponin that has been found in A. cochinchinensis and has diverse biological activities.1,2,3 It suppresses mucin 5AC (MUC5AC) production induced by EGF or phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) in H292 cells when used at a concentration of 1 µM.1 Methylprotodioscin inhibits the proliferation of HeLa cervical cancer cells (IC50 = 18.31 µM) but has no effect on non-cancerous HEK293 cells.2 It also induces production of reactive oxygen species (ROS), apoptosis, and cell cycle arrest at the G2/M phase in HeLa cells. In vivo, methylprotodioscin (50 mg/kg) decreases bone loss and prevents decreases in bone mineral content and bone mineral density in a mouse model of ovariectomy-induced osteoporosis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, H.J., Park, J.S., Yoon, Y.P., et al. Dioscin and methylprotodioscin isolated from the root of Asparagus cochinchinensis suppressed the gene expression and production of airway MUC5AC mucin induced by phorbol ester and growth factor. Phytomedicine 22(5), 568-572 (2015).

    2. Ma, Y.-L., Zhang, Y.-S., Zhang, F., et al. Methyl protodioscin from Polygonatum sibiricum inhibits cervical cancer through cell cycle arrest and apoptosis induction. Food Chem. Toxicol. 132, 110655 (2019).

    3. Yin, J., Tezuka, Y., Kouda, K., et al. In vivo antiosteoporotic activity of a fraction of Dioscorea spongiosa and its constituent, 22-O-methylprotodioscin. Planta Med. 70(3), 220-226 (2004).