A sapogenin with anticancer and antibacterial activities
Related Products
Isomer(s)
2505220(R)-Protopanaxadiol
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20(S)-Protopanaxadiol

Item No. 33201

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
dammar-24-ene-3β,12β,20-triol
CAS Number
30636-90-9
Synonyms
  • 20(S)-APPD
  • 20-Epiprotopanaxadiol
Molecular Formula
C30H52O3
Formula Weight
460.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 15 mg/mlEthanol: 5 mg/ml
SMILES
C[C@]12[C@]3([C@@]([C@@H](C[C@]1([H])[C@@]4([C@@](C(C)([C@H](CC4)O)C)([H])CC2)C)O)([H])[C@]([C@@](CC/C=C(C)/C)(C)O)([H])CC3)C
InChi Code
InChI=1S/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24-,25-,27-,28+,29+,30-/m0/s1
InChi Key
PYXFVCFISTUSOO-HKUCOEKDSA-N
Origin
Plant/Panax ginseng
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    20(S)-Protopanaxadiol is a sapogenin and an isomer of 20(R)-protopanaxadiol (Item No. 25052) that has been found in P. ginseng and has anticancer and antibacterial activities.1,2,3 20(S)-Protopanaxadiol is cytotoxic to MT-4 human T cell leukemia cells with a 50% cytotoxic concentration (CC50) value of 7.2 µM and inhibits the growth of human A549 lung carcinoma, SKOV3 ovarian adenocarcinoma, SK-MEL-2 melanoma, and K562 chronic leukemia cells (EC50s = 9.8-20 µM), as well as P388 and L1210 murine leukemia cells (EC50s = 9.8 and 10 µM, respectively).1,2 It also inhibits the growth of H. pylori in vitro (MIC = 50 µg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hasegawa, H., Matsumiya, S., Uchiyama, M., et al. Inhibitory effect of some triterpenoid saponins on glucose transport in tumor cells and its application to in vitro cytotoxic and antiviral activities. Planta Med. 60(3), 240-243 (1994).

    2. Nam-In, B., Kim, D.S., Lee, Y.H., et al. Cytotoxicities of ginseng saponins and their degradation products against some cancer cell lines. Arch. Pharm. Res. 18(3), 164-168 (1995).

    3. Bae, E.A., Han, M.J., Choo, M.K., et al. Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human intestinal bacteria and its relation to in vitro biological activities. Biol. Pharm. Bull. 25(1), 58-63 (2002).