An intermediate in the biosynthesis of cholesterol
Related Products
Metabolite(s)
26209Zymostenol
Parent Compound(s)
29530Dihydro FF-MAS
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Dihydro T-MAS

Item No. 29532

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5α)-4,4-dimethyl-cholest-8-en-3-ol
CAS Number
5241-24-7
Synonyms
  • Dihydro Testis Meiosis-activating Sterol
  • MAS-414
Molecular Formula
C29H50O
Formula Weight
414.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleEthyl Acetate: Slightly soluble
SMILES
C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]([C@]1(C)CC2)([H])C3=C2[C@]4(C)[C@](CC3)([H])C(C)(C)[C@@H](O)CC4
InChi Code
InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h19-20,22-23,25-26,30H,8-18H2,1-7H3/t20-,22-,23+,25+,26+,28-,29-/m1/s1
InChi Key
FYHRVINOXYETMN-QGBOJXOESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $985

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    Product Description

    Dihydro testis meiosis-activating sterol (dihydro T-MAS) is an intermediate in the biosynthesis of cholesterol in the Kandutsch-Russell pathway.1,2 It is formed from dihydro FF-MAS (Item No. 29530) by either lamin-B receptor (LBR) or 14-dehydrocholesterol reductase (DHCR14) and subsequently converted to zymostenol (Item No. 26209). Dihydro T-MAS induces resumption of meiosis in isolated mouse naked oocytes and cumulus-enclosed oocytes.3 It reduces the expression of sterol regulatory element binding protein (SREBP) target genes and increases the expression of peroxisome proliferator-activated receptor γ (PPARγ) target genes in primary mouse hepatocytes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mitsche, M.A., McDonald, J.G., Hobbs, H.H., et al. Flux analysis of cholesterol biosynthesis in vivo reveals multiple tissue and cell-type specific pathways. eLife 4, e07999 (2015).

    2. Capell-Hattam, I.M., Sharpe, L.J., Qian, L., et al. Twin enzymes, divergent control: The cholesterogenic enzymes DHCR14 and LBR are differentially regulated transcriptionally and post-translationally. The Journal of Biological Chemisty 295(9), 2850-2865 (2020).

    3. Byskov, A.G., Andersen, C.Y., Nordholm, L., et al. Chemical structure of sterols that activate oocyte meiosis. Nature 374(6522), 559-562 (1995).

    4. Ma, M.Y., Deng, G., Zhu, W.Z., et al. Defects in CYB5A and CYB5B impact sterol-C4 oxidation in cholesterol biosynthesis and demonstrate regulatory roles of dimethyl sterols. Cell Rep. 43(11), 114912 (2024).