Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H22O |
Molecular Weight | 254.3667 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=C(C=C1)\C=C2/[C@H]3CC[C@@](C)(C2=O)C3(C)C
InChI
InChIKey=HEOCBCNFKCOKBX-RELGSGGGSA-N
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
Molecular Formula | C18H22O |
Molecular Weight | 254.3667 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 1 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/15926546https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=aca12ac3-dc05-4f5b-a2b9-dae942bf856c | https://www.ncbi.nlm.nih.gov/pubmed/26888529Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25694030 | https://www.ncbi.nlm.nih.gov/pubmed/26888529
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15926546https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=aca12ac3-dc05-4f5b-a2b9-dae942bf856c | https://www.ncbi.nlm.nih.gov/pubmed/26888529
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25694030 | https://www.ncbi.nlm.nih.gov/pubmed/26888529
4-Methylbenzylidene-camphor (4-MBC, also known as ENZACAMENE) is an organic sunscreen components, that protects against UV radiation and may therefore help in the prevention of skin cancer. Recently was reveled, that 4-MBC was a teratogen and influenced muscular and neuronal development, which might result in developmental defects.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: ultraviolet (UV) radiation Sources: https://www.ncbi.nlm.nih.gov/pubmed/15926546 |
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Target ID: ultraviolet (UV) radiation |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Activation of estrogen receptor alpha and ERbeta by 4-methylbenzylidene-camphor in human and rat cells: comparison with phyto- and xenoestrogens. | 2003 Apr 30 |
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Female sexual behavior, estrous cycle and gene expression in sexually dimorphic brain regions after pre- and postnatal exposure to endocrine active UV filters. | 2009 Mar |
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Mixtures of environmentally relevant endocrine disrupting chemicals affect mammary gland development in female and male rats. | 2015 Jul |
Patents
Sample Use Guides
Apply liberally 15 minutes before sun exposure
Reapply: immediately after towel drying. At least every 2 hours
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26888529
Zebrafish embryos were exposed to various concentrations of 4-Methylbenzylidene camphor (4-MBC/ ENZACAMENE) in embryo medium for 3 days. A high concentration of 4-MBC was used for the purpose of phenotypic screening. Embryos exposed to 15 μM of 4-MBC displayed abnormal axial curvature and exhibited impaired motility. Exposure effects were found to be greatest during the segmentation period, when somite formation and innervation occur. Immunostaining of the muscle and axon markers F59, znp1, and zn5 revealed that 4-MBC exposure leads to a disorganized pattern of slow muscle fibers and axon pathfinding errors during the innervation of both primary and secondary motor neurons.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:41:06 UTC 2023
by
admin
on
Sat Dec 16 09:41:06 UTC 2023
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Record UNII |
7576E1028E
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Record Status |
Validated (UNII)
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Record Version |
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Related Record | Type | Details | ||
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RACEMATE -> ENANTIOMER |