A nicotine metabolite
Related Products
Parent Compound(s)
16535(±)-Nicotine
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(2'S)-Nicotine-1-oxide

Item No. 22153

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(2S)-1-methyl-2-pyrrolidinyl]-pyridine 1-oxide
CAS Number
2820-55-5
Synonyms
  • Nicotine-N-oxide
Molecular Formula
C10H14N2O
Formula Weight
178.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
216, 267 nm
SMILES
CN1CCC[C@H]1C2=C[N+]([O-])=CC=C2
InChi Code
InChI=1S/C10H14N2O/c1-11-6-3-5-10(11)9-4-2-7-12(13)8-9/h2,4,7-8,10H,3,5-6H2,1H3/t10-/m0/s1
InChi Key
YHXKVHQFWVYXIC-JTQLQIEISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $41

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    5 mg

    $178

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    10 mg

    $312

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    25 mg

    $680

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    Cayman Chemical
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    Product Description

    (2'S)-Nicotine-1-oxide is a metabolite of nicotine (Item No. 16535).1 It is formed when nicotine is metabolized in the liver by cytochrome P450 (CYP) isoform CYP2A6. (2'S)-Nicotine-1-oxide has been detected in human sperm and semen.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abu-Awwad, A., Arafat, T., and Schmitz, O.J. Simultaneous determination of nicotine, cotinine, and nicotine N-oxide in human plasma, semen, and sperm by LC-Orbitrap MS. Anal. Bioanal. Chem. 408(23), 6473-6481 (2016).