A steroidal glycoside with diverse biological activities
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Khasianine

Item No. 38762

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,22α,25R)-spirosol-5-en-3-yl 4-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
CAS Number
32449-98-2
Synonyms
  • NSC 376459
  • β2-Solamargine
Molecular Formula
C39H63NO11
Formula Weight
721.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
C[C@H](CC1)CN[C@@]21[C@@H](C)[C@]3([H])[C@@]4(C)CC[C@]5([H])[C@@]6(C)CC[C@H](O[C@H]7[C@H](O)[C@@H](O)[C@H](O[C@@H]8O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@@H](CO)O7)CC6=CC[C@@]5([H])[C@]4([H])C[C@]3([H])O2
InChi Code
InChI=1S/C39H63NO11/c1-18-8-13-39(40-16-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(46)31(44)34(27(17-41)49-36)50-35-32(45)30(43)29(42)20(3)47-35/h6,18-20,22-36,40-46H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1
InChi Key
KRQDMAXNTWLTDZ-HCTICQNOSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $29

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    5 mg

    $106

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    10 mg

    $197

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    25 mg

    $422

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    Cayman Chemical
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    Product Description

    Khasianine is a steroidal glycoside that has been found in S. nigrum and has diverse biological activities.1,2,3 It reduces the proliferation of LNCaP prostate and T47D breast cancer cells (IC50s = 32.1 and 27.5 µM, respectively). Khasianine (50 nM) inhibits TNF-α-induced nuclear translocation of NF-κB in HaCaT keratinocytes.2 It decreases the serum levels of amino transaminase (AST) in a mouse model of carbon tetrachloride-induced liver injury when administered at a dose of 0.1 mg/kg.3 Topical administration of khasianine (5 mg/kg) reduces ear epidermal thickness and scaling, as well as leukocyte and macrophage infiltration, in a mouse model of psoriasis induced by the TLR7 agonist imiquimod (Item No. 14956).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hu, K., Kobayashi, H., Dong, A., et al. Antineoplastic agents. III: Steroidal glycosides from Solanum nigrum. Planta Med. 65(1), 35-38 (1999).

    2. Yang, Y., Zhang, Y., Chen, X., et al. Khasianine ameliorates psoriasis-like skin inflammation and represses TNF-α/NF-κB axis mediated transactivation of IL-17A and IL-33 in keratinocytes. J. Ethnopharmacol. 292:115124, (2022).

    3. Gan, K.H., Lin, C.N., and Won, S.J. Cytotoxic principles and their derivatives of Formosan Solanum plants. J. Nat. Prod. 56(1), 15-21 (1993).