A UV blocker with estrogenic effects
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4-Methylbenzylidene camphor

Item No. 13840

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-bicyclo[2.2.1]heptan-2-one
CAS Number
36861-47-9
Synonyms
  • Enzacamene
  • Eusolex 6300
  • 4-MBC
  • Neo Heliopan MBC
  • Parsol 500
  • Uvinul MBC 95
Molecular Formula
C18H22O
Formula Weight
254.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
226, 299 nm
SMILES
CC1=CC=C(/C=C2[C@H]3CC[C@@](C)(C3(C)C)C/2=O)C=C1
InChi Code
InChI=1S/C18H22O/c1-12-5-7-13(8-6-12)11-14-15-9-10-18(4,16(14)19)17(15,2)3/h5-8,11,15H,9-10H2,1-4H3/b14-11-/t15-,18-/m1/s1
InChi Key
HEOCBCNFKCOKBX-SSEPWQBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $132

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    5 g

    $591

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    10 g

    $1,048

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    Product Description

    4-Methylbenzylidene camphor is an ultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities.1,2 It has estrogenic activity in fish and in mammals, binding competitively to estrogen receptors and stimulating transactivation.1 In addition to reducing receptor sensitivity to estradiol, 4-MBC directs dose-dependent changes in the expression of estrogen receptor subtypes, progesterone receptor, and androgen receptor.1,2 This results in changes in reproductive organ and brain development in both males and females.1,2 When applied topically, it is absorbed systemically and can be detected in urine.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Durrer, S., Maerkel, K., Schlumpf, M., et al. Estrogen target gene regulation and coactivator expression in rat uterus after developmental exposure to the ultraviolet filter 4-methylbenzylidene camphor. Endocrinology 146(5), 2130-2139 (2005).

    2. Durrer, S., Ehnes, C., Fuetsch, M., et al. Estrogen sensitivity of target genes and expression of nuclear receptor co-regulators in rat prostate after pre- and postnatal exposure to the ultraviolet filter 4-methylbenzylidene camphor. Environ. Health Perspect. 115, 42-50 (2007).

    3. Janjua, N.R., Mogensen, B., Andersson, A.M., et al. Systemic absorption of the sunscreens benzophenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans. J. Invest. Dermatol. 123, 57-61 (2004).