A triterpenoid saponin with diverse biological activities
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α-Hederin

Item No. 28164

Technical Information
Formal Name
(3β,4α)-3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy]-23-hydroxy-olean-12-en-28-oic acid
CAS Number
27013-91-8
Synonyms
  • Kalopanaxsaponin A
  • Koronaroside A
  • NSC 106553
Molecular Formula
C41H66O12
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
SMILES
CC1(C)CC[C@@](CC[C@]2(C)C3=CC[C@@]4([H])[C@@]2(C)CC[C@]5([H])[C@]4(C)CC[C@H](O[C@]6([H])OC[C@H](O)[C@H](O)[C@H]6O[C@@]7([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O7)[C@@]5(C)CO)(C(O)=O)[C@@]3([H])C1
InChi Code
InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1
InChi Key
KEOITPILCOILGM-LLJOFIFVSA-N
Origin
Plant/Lonicera fulvotomentosa
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    α-Hederin is a triterpenoid saponin that has been found in K. pictus and has diverse biological activities.1,2,3,4 It increases spontaneous motoric activity in isolated rat stomach corpus and fundus strips when used at concentrations ranging from 25 to 320 μM.1 It is cytotoxic to J82 and T24 human bladder carcinoma, Colon26 murine colon adenocarcinoma, and 3LL Lewis murine lung carcinoma cells (EC50s = 15.5, 16.5, 12.5, and 1.1 μM, respectively).2 α-Hederin (7.5 and 15 mg/kg) increases survival time in a 3LL Lewis mouse lung carcinoma model. It reduces acetic acid-induced writhing in mice when administered at doses of 10 and 20 mg/kg.3 α-Hederin (5, 10, and 20 mg/kg) reduces paw edema in a rat model of rheumatoid arthritis induced by Freund's complete adjuvant (FCA). It dose-dependently prevents carbon tetrachloride-induced increases in serum alanine aminotransferase (ALT) and lactate dehydrogenase (LDH) activity, as well as hepatic levels of malondialdehyde (MDA) in a mouse model of hepatic injury.4 α-Hederin also decreases levels of the cytochrome P450 (CYP) isoform CYP2E1 in mouse liver.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mendel, M., Chłopecka, M., Dziekan, N., et alThe effect of the whole extract of common ivy (Hedera helix) leaves and selected active substances on the motoric activity of rat isolated stomach strips. J. Ethnopharmacol. 134(3), 796-802 (2011).

    2. Park, H.-J., Kwon, S.-H., Lee, J.-H., et alKalopanaxsaponin A is a basic saponin structure for the anti-tumor activity of hederagenin monodesmosides. Planta Med. 67(2), 118-121 (2001).

    3. Choi, J., Huh, K.B., Kim, S.H., et alAntinociceptive and anti-rheumatoidal effects of Kalopanax pictus extract and its saponin components in experimental animal. J. Ethnopharmacol. 79(2), 199-204 (2002).

    4. Jeong, H.G., and Park, H.Y. The prevention of carbon tetrachloride-induced hepatotoxicity in mice by α-hederin: Inhibiton of cytochrome P450 2E1 expression. Biochem. Mol. Biol. Int. 45(1), 163-170 (1998).