4-Methylbenzylidene camphor

目录号: GC11606纯度: >99.50%同义词: 4-甲基苄亚基樟脑; 4-MBC; Enzacamene
A UV blocker with estrogenic effects

4-Methylbenzylidene camphor
Cas No.: 36861-47-9
规格价格库存数量操作
1g¥245.00现货
1
5g¥735.00现货
1
10mM (in 1mL DMSO)¥169.00现货
1

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产品描述 Description

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).

产品文档 Product Documents

Purity:>99.50%

化学性质Chemical Properties

CAS 号
36861-47-9
同义词
4-甲基苄亚基樟脑; 4-MBC; Enzacamene
化学名
1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-bicyclo[2.2.1]heptan-2-one
SMILES
CC1=CC=C(/C=C2[C@H]3CC[C@@](C)(C3(C)C)C/2=O)C=C1
分子式
C18H22O
分子量
254.4 g/mol
溶解性
≥ 10mg/mL in DMSO
保存条件
Store at -20°C
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至 37°C,然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备 RT,或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol