A steroidal sapogenin with diverse biological activities
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Isomer(s)
19847Diosgenin
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Yamogenin

Item No. 36008

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,25S)-spirost-5-en-3-ol
CAS Number
512-06-1
Synonyms
  • Neodiosgenin
  • NSC 226132
Molecular Formula
C27H42O3
Formula Weight
414.6
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlDMF: insolDMSO: insolEthanol: 1 mg/mlPBS (pH 7.2): insol
SMILES
C[C@@H]1[C@]2(OC[C@@H](C)CC2)O[C@]3([H])[C@@]1([H])[C@@]4([C@@]([C@@]5([H])[C@]([C@@]6(C(C[C@H](CC6)O)=CC5)C)([H])CC4)([H])C3)C
InChi Code
InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
InChi Key
WQLVFSAGQJTQCK-CAKNJAFZSA-N
Origin
Plant/Dioscorea collettii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

    $185

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    10 mg

    $326

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    25 mg

    $542

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Yamogenin is a steroidal sapogenin that has been found in fenugreek (T. foenum graecum) and has diverse biological activities.1,2 It inhibits activation of the liver X receptor (LXR) induced by the LXRα and LXRβ agonist T0901317 (Item No. 71810) in HepG2 cells in a reporter assay when used at concentrations of 5 or 10 µM.1 Yamogenin (10 µM) decreases triglyceride levels in primary mouse hepatocytes. It is cytotoxic to HaCaT keratinocytes, as well as HeLa cervical and SKOV3 ovarian cancer cells (IC50s = 16.4, 19.6, and 23.9 µg/ml, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moriwaki, S., Murakami, H., Takahashi, N., et al. Yamogenin in fenugreek inhibits lipid accumulation through the suppression of gene expression in fatty acid synthesis in hepatocytes. Biosci. Biotechnol. Biochem. 78(7), 1231-1236 (2014).

    2. Stefanowicz-Hajduk, J., Kól-Kogus, B., Sparzak-Stefanowska, B., et al. Cytotoxic activity of standardized extracts, a fraction, and individual secondary metabolites from fenugreek seeds against SKOV-3, HeLa and MOLT-4 cell lines. Pharm. Biol. 59(1), 424-437 (2021).