A sapogenin with anticancer and antibacterial activities
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20(R)-Protopanaxadiol

Item No. 25052

Technical Information
Formal Name
dammar-24-ene-3β,12β,20R-triol
CAS Number
7755-01-3
Synonyms
  • Protopanaxadiol
Molecular Formula
C30H52O3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 2 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 2 mg/ml
λmax
262 nm
SMILES
CC1(C)[C@@H](O)CC[C@@]2(C)[C@@]1([H])CC[C@]3(C)[C@]2([H])C[C@@H](O)[C@@]4([H])[C@@]3(C)CC[C@]4([H])[C@@](O)(C)CC/C=C(C)/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-VUFVRDRTSA-N
Origin
Plant/Panax ginseng
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (20)R-Protopanaxadiol is a sapogenin that has been found in P. ginseng and has anticancer and antibacterial activities.1,2,3 It has a cytotoxic concentration (CC50) value of 6.1 µM in MT-4 human T cell leukemia cells and inhibits the growth of several additional cancer cell lines, including A549 human lung carcinoma, SKOV3 human ovarian adenocarcinoma, SK-Mel-2 human melanoma, P388 and L1210 murine leukemia, and K562 human chronic leukemia cells (ED50s = 11-26 µM).1,2 (20)R-protopanaxadiol also inhibits the growth of H. pylori in vitro (MICs = 50-100 µg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Hasegawa, H., Matsumiya, S., Uchiyama, M., et alInhibitory 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).

    3. Bae, E.A., Han, M.J., Choo, M.K., et alMetabolism 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).