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trans-3'-Hydroxycotinine

Item № 16100
CAS № 34834-67-8
Purity ≥98%
product image
                (CAS 34834-67-8)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $45.00 0.00
     5 mg $158.00 0.00
     10 mg $270.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • 3HC

trans-3’-Hydroxycotinine (3HC) is a product of CYP2A6 metabolism of the primary nicotine metabolite, cotinine (Item No. 15314).1,2 Cotinine has a longer metabolic half-life compared to 3HC (16 hours vs. 5 hours).1 The ratio of 3HC to cotinine, termed the nicotine metabolite ratio, correlates with nicotine clearance from the body and is used as a biomarker of CYP2A6 activity.1 This measure of nicotine metabolism has been used to study tobacco and secondhand smoke exposure as well as to develop pharmacological intervention strategies for smoking cessation.1,3

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Technical Information
Formal Name
3R-hydroxy-1-methyl-5S-(3-pyridinyl)-2-pyrrolidinone
CAS Number
34834-67-8
Synonyms
  • 3HC
Molecular Formula
C10H12N2O2
Formula Weight
192.2
Purity
≥98%
Formulation
A crystalline solid
λmax
262 nm
SMILES
O=C1C(O)C[C@@H](C2=CC=CN=C2)N1C
InChI Code
InChI=1S/C10H12N2O2/c1-12-8(5-9(13)10(12)14)7-3-2-4-11-6-7/h2-4,6,8-9,13H,5H2,1H3/t8-,9?/m0/s1
InChI Key
XOKCJXZZNAUIQN-IENPIDJESA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Zhu, A.Z., Zhou, Q., Cox, L.S., et al. Variation in trans-3'-hydroxycotinine glucuronidation does not alter the nicotine metabolite ratio or nicotine intake PLoS One 8(8), e70938 (2013).

2. von Weymarn, L.B., Retzlaff, C., and Murphy, S.E. CYP2A6- and CYP2A13-catalyzed metabolism of the nicotine Δ5'(1')iminium ion Journal of Pharmacology and Experimental Therapeutics 343(2), 307-315 (2012).

3. Murphy, S.E., Wickham, K.M., Lindgren, B.R., et al. Cotinine and trans 3'-hydroxycotinine in dried blood spots as biomarkers of tobacco exposure and nicotine metabolism J.Expo.Sci.Environ.Epidermiol. 23(5), 513-518 (2013).

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