An intermediate in the synthesis of vitamin D3
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Previtamin D3

Item No. 33409

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S)-3-[(1Z)-2-[(1R,3aR,7aR)-1-[(1R)-1,5-dimethylhexyl]-2,3,3a,6,7,7a-hexahydro-7a-methyl-1H-inden-4-yl]ethenyl]-4-methyl-3-cyclohexen-1-ol
CAS Number
1173-13-3
Synonyms
  • Precalciferol
Molecular Formula
C27H44O
Formula Weight
384.6
Purity
≥80%
Formulation (Request formulation change)
An oil
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
CC1=C(C[C@@H](O)CC1)/C=C\C2=CCC[C@@]3(C)[C@@]2([H])CC[C@]3([H])[C@@H](CCCC(C)C)C
InChi Code
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12-/t21-,24+,25-,26+,27-/m1/s1
InChi Key
YUGCAAVRZWBXEQ-WHTXLNIXSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    1 mg

    $303

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    Product Description

    Previtamin D3 is an intermediate in the synthesis of the calcitriol precursor vitamin D3 (Item No. 11792).1,2 It is formed from 7-dehydro cholesterol (Item No. 14612) in the epidermis via photolytic conversion by UVB radiation and is isomerized to vitamin D3. The rate of previtamin D3 synthesis is dependent on the solar zenith angle, which is affected by the latitude, season, and time of day. It is also dependent on the level of skin pigmentation and age, among other factors, with a negative correlation to higher pigmentation and age.3,2,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rosen, C.J. Vitamin D insufficiency. N. Engl. J. Med. 364(3), 248-254 (2011).

    2. Chen, T.C., Chimeh, F., Lu, Z., et al. Factors that influence the cutaneous synthesis and dietary sources of vitamin D. Arch. Biochem. Biophys. 460(2), 213-217 (2007).

    3. Holick, M.F., Chen, T.C., Lu, Z., et al. Vitamin D and skin physiology: A D-lightful story. J. Bone Miner. Res. 22 Suppl 2., V28-33 (2007).

    4. Webb, A.R. Who, what, where and when-influences on cutaneous vitamin D synthesis. Prog. Biophys. Mol. Biol. 92(1), 17-25 (2006).