A photoisomer of previtamin D3
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Lumisterol 3

Item No. 34269

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,9β,10α)-cholesta-5,7-dien-3-ol
CAS Number
5226-01-7
Synonyms
  • L3
Molecular Formula
C27H44O
Formula Weight
384.6
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CCCC(C)C)C)([H])C3=CC=C(C[C@H](CC4)O)[C@]4(C)[C@]3([H])CC1
InChi Code
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25-,26-,27-/m1/s1
InChi Key
UCTLRSWJYQTBFZ-XMVWLVNMSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    1 mg

    $382

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    Product Description

    Lumisterol 3 (L3) is a photoisomer of previtamin D3 (Item No. 33409).1 It is formed by photoisomerization of previtamin D3 in the epidermis by prolonged UVB exposure and is metabolized by the cytochrome P450 (CYP) isoform CYP11A1 in a variety of tissues to several hydroxylated metabolites, including the active metabolites 20-hydroxy L3, 24-hydroxy L3, and 20,22-dihydroxy L3.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Slominski, A.T., Chaiprasongsuk, A., Janjetovic, Z., et al. Photoprotective droperties of vitamin D and lumisterol hydroxyderivatives. Cell Biochem. Biophys. 78(2), 165-180 (2020).

    2. Holick, M.F. Photosynthesis of vitamin D in the skin: Effect of environmental and life-style variables. Fed. Proc. 46(5), 1876-1882 (1987).

    3. Slominski, A.T., Kim, T.-K., Hobrath, J.V., et al. Characterization of a new pathway that activates lumisterol in vivo to biologically active hydroxylumisterols. Sci. Rep. 7(1), 11434 (2017).