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ecamsule

Structure via PubChem · Public domain (PubChem)

EntityQ5332142· pop 7· linked from 40 articles

Also known as Terephthalylidene dicamphor sulfonic acid, mexoryl

Ecamsule (USAN, trade name Mexoryl SX, INCI terephthalylidene dicamphor sulfonic acid) is an organic compound which is added to many sunscreens to filter out UVA rays. It is a benzylidene camphor derivative, many of which are known for their excellent photostability.

Chemical data

Formula
C28H34O8S2
Molecular weight
562.7 g/mol
IUPAC name
[(3Z)-3-[[4-[(Z)-[7,7-dimethyl-3-oxo-4-(sulfomethyl)-2-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid
SMILES
CC1(C2(C(=O)/C(=C\C3=CC=C(C=C3)/C=C/4\C(=O)C5(C(C4CC5)(C)C)CS(=O)(=O)O)/C1CC2)CS(=O)(=O)O)C
InChIKey
HEAHZSUCFKFERC-AXPXABNXSA-N
XLogP
3.1
Polar surface area
160 Ų
H-bond donors
2
H-bond acceptors
8
Formal charge
0

via PubChem

Wikidata facts

Mass
562.16951
Show 4 more facts
chemical formula
C₂₈H₃₄O₈S₂
isomeric SMILES
CC1(C2(C(=O)/C(=C\C3=CC=C(C=C3)/C=C/4\C(=O)C5(C(C4CC5)(C)C)CS(=O)(=O)O)/C1CC2)CS(=O)(=O)O)C
canonical SMILES
CC1(C2CCC1(C(=O)C2=CC3=CC=C(C=C3)C=C4C5CCC(C4=O)(C5(C)C)CS(=O)(=O)O)CS(=O)(=O)O)C
Commons category
Ecamsule
Sources (3)

via Wikidata · CC0

~3 min read

Encyclopedic overview

7 sections
Contents
  • Mode of action
  • Efficacy
  • Safety
  • Availability
  • See also
  • References
  • External links

Ecamsule (USAN, trade name Mexoryl SX, INCI terephthalylidene dicamphor sulfonic acid) is an organic compound which is added to many sunscreens to filter out UVA rays. It is a benzylidene camphor derivative, many of which are known for their excellent photostability.

==Mode of action== Exposed to UV, ecamsule undergoes reversible photoisomerization, followed by photoexcitation. The absorbed UV is then released as thermal energy, without penetrating the skin.

Excerpted from Wikipedia’s “ecamsule” article, available under the CC BY-SA 4.0 licence.

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