| 4-Methylbenzylidene camphorultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities. |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
Nature.2018 Nov;563(7731):407-411.Nature.2018 Jun 13.Nature.2018 Jun 27.Nature.2018 Mar 29;555(7698):673-677.Nature.2017 Sep 7;549(7670):96-100.Nature.2016 Apr 21;532(7599):398-401.
Science.2016 Aug 5;353(6299)594-8Nat Nanotechnol.2017 Dec;12(12):1190-1198.Nature Biotechnology.2017 Jun;35(6):569-576Nat Med.2018 Sep 17.Cell.2018 Dec 21. pii: S0092-8674(18)31561-7.Cell.Available online 25 October 2018.Cell.2018 Sep 27. pii: S0092-8674(18)31183-8.Cell.2018 Jun 28;174(1):172-186.e21.Cell.2018 Feb 22;172(5):1007-1021.e17.Cell.2017 Nov 30;171(6):1284-1300.e21.Cell.2017 Aug 17. pii: S0092-8674(17)30869-3.Cell.2017 Jul 13;170(2):312-323Nat Med.2018 Jan 29.Nat Med.2017 Nov;23(11):1342-1351.Cell.2017 Apr 6;169(2):286-300.Cell.2015 Aug 27;162(5):987-1002.Cell.2015 Feb 12;160(4):729-44.Nature Medicine.2017 Apr;23(4):493-500.Cancer Cell.2018 May 14;33(5):905-921.e5.Cancer Cell.2018 Apr 9;33(4):752-769.e8.Cancer Cell.2018 Mar 12;33(3):401-416.e8.Cancer Cell.2017 Aug 14;32(2):253-267.e5.Nat Methods.2018 Jul;15(7):523-526.Cell Stem Cell.2018 May 3;22(5):769-778.e4.Cell Stem Cell.2017 Nov 20. pii: S1934-5909(17)30375-2.Quality Control & MSDS
- View current batch:
- Purity = 99.73%
- COA (Certificate Of Analysis)
- HPLC
- NMR (Nuclear Magnetic Resonance)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
4-Methylbenzylidene camphor Dilution Calculator
calculate
4-Methylbenzylidene camphor Molarity Calculator
calculate
| Cas No. | 36861-47-9 | SDF | Download SDF |
| Synonyms | Enzacamene|Eusolex 6300|4-MBC|Neo Heliopan MBC|Parsol 500|Uvinul MBC 95 | ||
| Chemical Name | 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-bicyclo[2.2.1]heptan-2-one | ||
| Canonical SMILES | CC1=CC=C(/C=C2[C@H]3CC[C@@](C)(C3(C)C)C/2=O)C=C1 | ||
| Formula | C18H22O | M.Wt | 254.4 |
| Solubility | ≥10mg/mL in DMSO | Storage | Store at -20°C |
| Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
4-Methylbenzylidene camphor (4-MBC) is an ultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities.
Since the estrogen receptor (ER) ligand type can influence transactivation, it is important to obtain information on molecular actions of nonclassical ER agonists.
In vitro: Previous results of competitive binding assays using cytosolic protein preparations from Xenopus hepatocytes demonstrated that 4-MBC could weakly bind to the ER. In addition, 4-MBC at a 100 micromol/L was not able to replace estradiol from the receptor completely [1].
In vivo: The estrogen target gene expression in uterus of Long Evans rats after exposure to 4-MBC was studied. Results showed that 4-MBC could altere steady-state levels of mRNAs encoding for ER, progesterone receptor (PR), and androgen recepto in uterus of 12-wk-old offspring. To evaluate sensitivity to estradiol (E2), offspring were injected with E2, and killed 6 h later. Acute up-regulation of PR and IGF-I and down-regulation of ER and androgen receptor by E2 were reduced in 4-MBC treated rats dose-dependently [2].
Clinical trial: In a 2-week single-blinded study, 15 young males and 17 postmenopausal females, were assigned to daily whole-body topical application of 2 mg per cm2 of 4-MBC basic cream formulation. Maximum plasma concentrations were 20 ng/mL for both females and men. 4-MBC was detectable in urine. The reproductive hormones FSH, LH were unchanged but minor differences in testosterone levels were observed between the 2 wk [3].
References:[1] Klann A, Levy G, Lutz I, Müller C, Kloas W, Hildebrandt JP. Estrogen-like effects of ultraviolet screen 3-(4-methylbenzylidene)-camphor (Eusolex 6300) on cell proliferation and gene induction in mammalian and amphibian cells. Environ Res. 2005 Mar;97(3):274-81.[2] S. Durrer, K. Maerkel, M. Schlumpf, 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).[3] N. R. Janjua, B. Mogensen, A. M. Andersson, 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. Journal of Investigative Dermatology 123, 57-61(2004).
