A steroidal saponin with diverse biological activities
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Gracillin

Item No. 11848

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,25R)-spirost-5-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranoside
CAS Number
19083-00-2
Synonyms
  • NSC 698787
Molecular Formula
C45H72O17
Formula Weight
885.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
311 nm
SMILES
OC[C@H]([C@@H](O)[C@H](O)[C@H]1O)O[C@@]1([H])O[C@H]([C@H]2O[C@@]3([H])[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@H](O)[C@@H](CO)O[C@@]2([H])O[C@H](C4)CC[C@@]5(C)C4=CC[C@]6([H])[C@]5([H])CC[C@@]7(C)[C@@]6([H])C[C@@]8([H])[C@]7([H])[C@H](C)[C@]9(OC[C@H](C)CC9)O8
InChi Code
InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(53)34(51)31(48)21(3)56-40)38(33(50)29(17-47)59-42)60-41-37(54)35(52)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChi Key
YQEMAEKYNNOCBY-IEMDQPGHSA-N
Origin
Plant/Trigonella foenum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $268

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    25 mg

    $462

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    Cayman Chemical
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    Product Description

    Gracillin is a steroidal saponin that has been found in C. speciosus and has diverse biological activities.1,2,3 It reduces cell growth in a panel of 58 leukemia, non-small cell lung, colon, CNS, prostate, melanoma, ovarian, renal, and breast cancer cell lines (GI50s = 0.58-2.44 μM).1 Gracillin reduces growth of fish Ich parasite (I. multifiliis) theronts (EC50 = 0.53 mg/L) and induces 100 and 92.5% mortality of I. multifiliis protomonts and encysted tomonts, respectively, when used at a concentration of 0.8 mg/L.2 It decreases the number of I. multifiliis-infected goldfish by approximately 75% when used at a concentration of 1 mg/L in tank water. Gracillin (100 mg/kg) reduces ear edema induced by arachidonic acid (Item No. 90010) in mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hu, K., and Yao, X. The cytotoxicity of methyl protoneogracillin (NSC-698793) and gracillin (NSC-698787), two steroidal saponins from the rhizomes of Dioscorea collettii var. hypoglauca, against human cancer cells in vitro. Phytother. Res. 17(6), 620-626 (2003).

    2. Zheng, W., Yan, C.-M., Zhang, Y.-B., et al. Antiparasitic efficacy of Gracillin and Zingibernsis newsaponin from Costus speciosus (Koen ex. Retz) Sm. against Ichthyophthirius multifiliis. Parasitology 142(3), 473-479 (2015).

    3. Kim, S.Y., Son, K.H., Chang, H.W., et al. Inhibition of mouse ear edema by steroidal and triterpenoid saponins. Arch. Pharm. Res. 22(3), 313-316 (1999).