An internal standard for the quantification of 4-nonylphenol
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4-Nonylphenol-2,3,5,6-d4

Item No. 39497

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-nonyl-phen-2,3,4,5-d4-ol
CAS Number
1173019-62-9
Synonyms
  • 4-NP-2,3,5,6-d4
  • NPH-2,3,5,6-d4
Molecular Formula
C15H20D4O
Formula Weight
224.4
Purity
≥99% deuterated forms (d1-d4)
Formulation
A low melting solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
CCCCCCCCCC1=C([2H])C([2H])=C(C([2H])=C1[2H])O
InChi Code
InChI=1S/C15H24O/c1-2-3-4-5-6-7-8-9-14-10-12-15(16)13-11-14/h10-13,16H,2-9H2,1H3/i10D,11D,12D,13D
InChi Key
IGFHQQFPSIBGKE-ZGAVCIBUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    4-Nonylphenol-2,3,5,6-d4 is intended for use as an internal standard for the quantification of 4-nonylphenol by GC- or LC-MS. 4-Nonylphenol is a degradation product of the nonionic surfactant nonylphenol ethoxylate and an endocrine disruptor.1 It induces estrogen receptor α (ERα) reporter gene expression in MCF-7 cells expressing the human receptor when used at a concentration of 100 nM.2 4-Nonylphenol (20 µM) decreases triglyceride accumulation and reduces expression of the adipogenesis marker genes Pparγ1, Pparγ2, Cebpa, Cebpβ, and Fabp4 in differentiated 3T3-L1 adipocytes but promotes triglyceride accumulation and adipogenesis in C3H/10T1/2 mesenchymal stem cells (MSCs).3 It has been found as a contaminant in food and rivers.1,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dornelles, H.S., Motteran, F., Sakamoto, I.K., et al. 4-Nonylphenol degradation changes microbial community of scale-up Anaerobic Fluidized Bed Reactor. J. Environ. Manage. 267, 110575 (2020).

    2. Vivacqua, A., Recchia, A.G., Fasanella, G., et al. The food contaminants bisphenol A and 4-nonylphenol act as agonists for estrogen receptor alpha in MCF7 breast cancer cells. Endocrine 22(3), 275-284 (2003).

    3. Zhang, Q., Wu, S., Xiao, Q., et al. Effects of 4-nonylphenol on adipogenesis in 3T3-L1 preadipocytes and C3H/10T1/2 mesenchymal stem cells. J. Appl. Toxicol. 42(4), 588-599 (2022).