A saponin that inhibits acetylcholinesterase
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Hederacoside C

Item No. 25138

Technical Information
Formal Name
3β-[[2-O-(6-deoxy-α-L-mannopyranosyl)-α-L-arabinopyranosyl]oxy]-23-hydroxy-olean-12-en-28-oic acid, O-6-deoxy-α-L-mannopyranosyl-(1→4α)-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl ester
CAS Number
14216-03-6
Synonyms
  • Hederasaponin C
  • Kalopanaxsaponin B
Molecular Formula
C59H96O26
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 15 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/ml
SMILES
CC1(C)CC[C@]2(C(O[C@@H]3O[C@H](CO[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@@]5([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)[C@@H](O)[C@H](O)[C@H]3O)=O)CC[C@@]6(C)[C@]7(C)CC[C@@]8([H])[C@@](CO)(C)[C@@H](O[C@]9([H])OC[C@H](O)[C@H](O)[C@H]9O[C@@]%10([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O%10)CC[C@]8(C)[C@@]7([H])CC=C6[C@]2([H])C1
InChi Code
InChI=1S/C59H96O26/c1-24-34(63)38(67)42(71)49(78-24)83-46-29(20-60)80-48(45(74)41(46)70)77-22-30-37(66)40(69)44(73)51(81-30)85-53(75)59-17-15-54(3,4)19-27(59)26-9-10-32-55(5)13-12-33(56(6,23-61)31(55)11-14-58(32,8)57(26,7)16-18-59)82-52-47(36(65)28(62)21-76-52)84-50-43(72)39(68)35(64)25(2)79-50/h9,24-25,27-52,60-74H,10-23H2,1-8H3/t24-,25-,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-,55-,56-,57+,58+,59-/m0/s1
InChi Key
RYHDIBJJJRNDSX-MCGLQMIESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hederacoside C is a saponin that has been found in K. pictus and has anti-inflammatory activity.1,2 It is an inhibitor of acetylcholinesterase (AChE; IC50 = 31.3 μM).2 Hederacoside C (0.5-5 μg) inhibits mutagenicity induced by aflatoxin B1 (Item No. 11293) in S. typhimurium agar cultures from 21 to 67%.3 It reduces TNF-α, IL-1β, IL-6, COX-2, and nitric oxide synthase (NOS) levels in a concentration-dependent manner and IL-1 receptor-associated kinase-1 (IRAK1) activity in isolated mouse peritoneal macrophages stimulated by LPS when used at concentrations ranging from 5 to 10 μM.1 Hederacoside C (0.02 mg/kg) reduces carrageenan-induced hind paw edema by 37% compared to vehicle control in a rat model of acute inflammation.4 It reduces scopolamine-induced memory impairment and increases latency in a passive avoidance test and spontaneous alteration in a Y-maze in mice by 100 and 59%, respectively, when administered at a dose of 40 mg/kg.2 Hederacoside C (5 mg/kg, i.p.) reduces serum levels of TNF-α and IL-1β in LPS-challenged mice by 60 and 65%, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Joh, E.H., Jeong, J.J., and Kim, D.H. Kalopanaxsaponin B inhibits LPS-induced inflammation by inhibiting IRAK1 Kinase. Cell Immunol. 279(1), 103-108 (2012).

    2. Joh, E.H., Lee, I.A., and Kim, D.H. Kalopanaxsaponins A and B isolated from Kalopanax pictus ameliorate memory deficits in mice. Phytother. Res. 26(4), 546-551 (2012).

    3. Lee, K.T., Sohn, I.C., Park, H.J., et alEssential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus. Planta Med. 66(4), 329-332 (2000).

    4. Gepdiremen, A., Mshvildadze, V., Süleyman, H., et alAcute anti-inflammatory activity of four saponins isolated from ivy: Alpha-hederin, hederasaponin-C, hederacolchiside-E and hederacolchiside-F in carrageenan-induced rat paw edema. Phytomedicine 12(6-7), 440-444 (2005).