An internal standard for the quantification of 4β-hydroxy cholesterol
Related Products
Isomer(s)
255477α-hydroxy Cholesterol-d7
Unlabeled Version(s)
195184β-hydroxy Cholesterol
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4β-hydroxy Cholesterol-d7

Item No. 25971

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholest-5-ene-25,26,26,26,27,27,27-d7-3β,4β-diol
CAS Number
1246302-80-6
Molecular Formula
C27H39D7O2
Formula Weight
409.7
Purity
≥99% deuterated forms (d1-d7)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble
SMILES
O[C@H]([C@@H]1O)CC[C@@]2(C)C1=CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CCCC(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])C
InChi Code
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1/i1D3,2D3,17D
InChi Key
CZDKQKOAHAICSF-BZNWTYAPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $208

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    1 mg

    $395

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    Product Description

    4β-hydroxy Cholesterol-d7 is intended for use as an internal standard for the quantification of 4β-hydroxy cholesterol (Item No. 19518) by GC- or LC-MS. 4β-hydroxy Cholesterol is a major oxysterol cholesterol metabolite and a precursor in the synthesis of bile acids that is found in human circulation.1 It is formed from cholesterol by the cytochrome P450 (CYP) isoforms CYP3A4 and CYP3A5.1 4β-hydroxy Cholesterol has an unusually long half-life in plasma (~60 hours) as a result of slow elimination, particularly due to a slow rate of 7α-hydroxylation, which is the rate-limiting step for further conversion into bile acids.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dicfalusy, U., Kanebratt, K.P., Bredberg, E., et al. 4β-Hydroxycholesterol as an endogenous marker for CYP3A4/5 activity. Stability and half-life of elimination after induction with rifampicin. Br. J. Clin. Pharmacol. 67(1), 38-43 (2009).