Table 2.

Summary of biochemical, cellular, and immunizing effects of 4‐substituted phenols, relative to monobenzone (BOP)

Compound	Abbrev.	Ether link	Toxicity	Tyrosinase inhibitiona	Melanin inhibitionb	Quinone formationc	CD8 T‐cell activationd	CD4 T‐cell activationd	Pigment spec. T‐cell act.e	Pigment cell spec. CD8 T‐cell responsef
4‐Benzyloxyphenolg	BOP	yes	refh	ref	ref	ref	ref	ref	ref	ref
4‐Phenoxyphenol	POP	yes	−1	0	0	1	1	1	0	1
4‐Methoxyphenol	MOP	yes	−1	−1	1	0	0	0	−1	−1
4‐(n‐Hexyl)oxyphenol	HOP	yes	1	−1	−2	2	1	−1	−1	0
4‐Benzylphenol	BP	no	−1	1	0	0	0	1	0	0
4‐Phenylphenol	PhP	no	−2	1	1	−1	1	2	−1	0
4‐Methylphenol	MP	no	−2	−1	0	2	0	1	1	1
4‐(n‐Pentyl)phenol	PP	no	−1	0	1	1	0	0	−1	−1
4‐(tert‐Butyl)phenol	TBP	no	−2	−2	2	negi	2	2	−2	0

^aAs measured by the MBTH assay (Figure 1).

^bAs measured by inhibition of cellular melanin synthesis (Figure 4).

^cAs measured by GSH depletion (Figure 2).

^dT‐cell activation ORR (Table 1).

^ePigment cell‐specific T‐cell activation, as estimated by T‐cell reactivity against pigmented cells relative to HaCat cells (Figure 6).

^fPigment cell‐specific CD8 T‐cell activation (=CD8 T cell act +pigment spec T cell act.)

^gAlso known as monobenzone.

^hResults are related to BOP as reference, by values −1 or −2: (much) weaker than BOP; value 0: comparable to BOP; values 1 and 2: (much)stronger than BOP.

ⁱNeg, negative, no quinone formation.