An intermediate in the biosynthesis of cholesterol
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Metabolite(s)
29532Dihydro T-MAS
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Dihydro FF-MAS

Item No. 29530

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5α)-4,4-dimethyl-cholesta-8,14-dien-3-ol
CAS Number
19456-83-8
Synonyms
  • Dihydro Follicular Fluid Meiosis-activating Sterol
  • MAS-412
Molecular Formula
C29H48O
Formula Weight
412.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 0.1 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
CC1(C)[C@@H](O)CC[C@@]2(C)[C@@]1([H])CCC3=C2CC[C@@]4(C)C3=CC[C@]4([H])[C@@H](CCCC(C)C)C
InChi Code
InChI=1S/C29H48O/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/h13,19-20,22,25-26,30H,8-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1
InChi Key
OGQJUYXFIOFTMA-PBJLWWPKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $599

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    Product Description

    Dihydro follicular fluid meiosis-activating sterol (dihydro FF-MAS) is an intermediate in the biosynthesis of cholesterol in the Kandutsch-Russell pathway.1 It is formed from dihydrolanosterol by lanosterol 14-α-demethylase, also known as cytochrome P450 (CYP) isoform CYP51A1, and is subsequently converted to dihydro T-MAS (Item No. 29532).1,2 Dihydro FF-MAS induces resumption of meiosis in isolated mouse naked oocytes and cumulus-enclosed oocytes.3

    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. McCarty, K.D., Sullivan, M.E., Tateishi, Y., et al. Processive kinetics in the three-step lanosterol 14α-demethylation reaction catalyzed by human cytochrome P450 51A1. The Journal of Biological Chemisty 299(7), 104841 (2023).

    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).