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Sal-FreeTM
Centre
"Sal-FreeTM"
means an ingredient or product does
not contain any salicylates. It is a reserved
term. * A trademark of Guai-Support.
Warning:
Read
About Salicylates
before purchasing products NOT listed in these data bases.
For information, click on the arrows to open
these drop-down boxes.
DISCLAIMER -
HELP
Information and Assistance
Understanding the Molecular Structure of Ingredients
Be careful of adhering to
overly simplistic rules: There
are NO standard naming conventions for chemicals! Granted, there are
generally acceptable naming conventions, but these are many and quite varied.
If they were "standardized", there would not be a trillion synonyms for most
chemicals (salicylic acid included). There are general rules one can start
with but always be on the lookout for exceptions and
many are listed on
our site.
When attempting to ascertain if an
ingredient is a salicylate:
- first scan the ingredients for a
plant name you recognize which would rule the product out (colors and
fragrances, although often containing sals, are considered to be in
negligible amounts and thus of no concern.
Salicylate
flavors have to be considered separately as some are ok and some
not);
- next scan our
Sal-FreeTM
Ingredients and
Sal-FullTM
Products & Ingredients lists on this web site;
- finally, you can search a chemical
website (see below), and see if it offers a molecular structure. If you can find
a molecular structure, that means the ingredient is a single chemical. The next
step is to compare the molecular structure to that of salicylic acid, and see if
the chemical in question contains the salicylate component.
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Salicylic acid
(click on the words and type 'salicylic acid' into the search engine to
invoke the same diagram depicted here)
- Formula: C7H6O3
-
Molecular Weight
138.1226
-
CAS Registry Number:
69-72-7
Benzoic
Acid, 2-hydroxy- (synonym of salicylic
acid)
-
Formula: C7H6O3
-
Molecular Weight: 138.12
-
CAS Registry Number: 69-72-7)
This
exact pattern must exist somewhere in the molecular structure of
any chemical that is a member of the salicylate family.
The exception
is the presence and location of the "H" s. There may also be only one
H hanging off the carbons.
NOTE
The order of OH vs HO is non-significant, and the entire
diagram can be rotated.
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The critical components
we need to look for are:
-
the Benzene ring (the hexagon)
-
the single arm to an oxygen or OH combo
-
and the "Y" (ie, the seventh carbon)
with
-
a double-bounded oxygen (double line;
O) and
-
a single bonded oxygen (single line;
either O, or OH)
-
The single-line to the "OH"
must be adjacent to the "Y".
The "Y" is section where the arm splits
into what you call 2 arms, one of which is a double line leading to an O. This
is called a "carboxyl". If you were to rotate the diagram 90o counter clockwise,
I think you'd recognize what we're calling the "Y".
The entire diagram is salient. That is,
all salicylates will contain the exact and complete structure of salicylic acid
within their own molecular structure. Note that the orientation of the benzene
ring is insignificant. IE, it can rotated to any of 360 degrees. The single-line
to the "OH" must be adjacent to the "Y", however.
The position of that OH makes a difference on whether the chemical blocks or
not. Alpha hydroxy
and the parabens have the OH opposite the "Y" vs the beta hydroxy which has the
OH next to the Y. We believe the alpha/paraben chemicals do not block.
However, we really can't state implicitly that they are not members of the
salicylate family. To be exact, we know that any chemical containing the EXACT
salicylic acid molecular structure will block. Not being chemists, we
can't tell you whether the similar structures with the OH in an octo- position
are scientifically salicylates or not. We do know however that they do NOT
block (i.e. it's possible that alpha hydroxy is in the "global" salicylate
family, but it is definitely NOT salicylic acid and it doesn't block).
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Homosalate (salicylate)
Chemical Structure:
3,3,5-trimethylcyclohexyl salicylate
[118-56-9]
Synonyms:
2-hydroxybenzoic acid, 3,3,5-trimethylcyclohexyl ester;
3,3,5-trimethylcyclohexyl salicylate; Cyclohexanol, 3,3,5-trimethyl-,
salicylate; heliophan; homomenthyl salicylate; homosalate; salicylic acid
3,3,5-trimethylcyclohexyl ester; Trimethylcyclohenyl salicylate;
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Methylparaben (non-salicylate) Chemical
Structure:
Methyl 4-hydroxybenzoate [99-76-3]
(non-salicylate)
Synonyms:
4-Hydroxybenzoic acid methyl ester; 4-Hydroxy methyl benzoate; Aseptoform;
Methyl paraben; Methyl 4-hydroxybenzoate; Methyl Parasept; Methyl
Chemosept; Nipagin; Nipagin M; Tegosept M; |
Compare Methylparaben to Homosalate and you'll see its structure is very
similar to the salicylate structure, BUT the OH is opposite the "Y", and not adjacent to it. That is the difference between a blocker and not.
There are several
ingredients where controversy exists regarding
status.
Menthol is not a salicylate
but it is described as such by some and thus is one which can be used as an
example here:
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Menthol
(non-salicylate) Chemical
Structure:
Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1alpha,2beta,5alpha)-
[89-78-1]
Synonyms: 3-p-Menthanol; Cyclohexanol, 5-methyl-2-(1-methylethyl)-,
(1alpha,2beta,5alpha)-; Menthol;
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Hence, all we have to do to absolutely
determine if a chemical is in the salicylate family or not, is to compare the molecular
diagrams (i.e., if the chemical in question does not contain a Benzene ring, it
definitely is not a salicylate. However, if it does have a Benzene ring, then we must
inspect it more closely).
If the chemical finder finds the ingredient but
does not have a molecular structure that implies the ingredient is a
combination of chemicals, and not one single chemical, then we have to do
further research to try and determine if salicylates are one of the chemicals in
the ingredient. Oils are classic examples of this, and of course, vegetable oils
contain salicylates in addition to many other chemicals.
When something is specified as an "extract
from a plant" we have to be suspicious.
If the chemical finder cannot find the chemical, then try other
combinations of the name. There is no absolute standard for the way chemical
names are listed so often we have to find alternative spellings, order, etc.
Do a net search to find other names for the same ingredient, or the INCI number.
Then I go back to the chemical finder and search again.
NOTE: The problem we have sometimes
run into is that the primary chemical ingredient is touted and it is not a
specific chemical extract (this is what we call "not pure"). The reverse
is that the ingredient is a pure chemical, and the companies feel the marketing
need to tout the source so we know it is "natural". The reality is, a chemical
with a specific molecular structure, regardless of the source, is the same
chemical and the source doesn't matter1. This is what sometimes causes
confusion. We need to determine if the extract is a single chemical or
not. If it is a single chemical, then we need to determine if the chemical
structure is a sal or not. If it does not have a specific chemical
structure, we'd have to assume that it contained sals since it was extracted
from a plant.
1
The source cannot change the status of a chemical, however, it may come into
play in the sense that there may be a suspicion of contamination which might
ultimately cause blocking in some instances. The
blocking test
should be carried out and, given that partial blocking is difficult to
ascertain, all other identifying methods of blocking should also be utilized
(i.e., aquarium urine
testing for PO4, noting any change in cycling symptoms, stopping the
product and starting using it again a couple of times, etc.
Following are some sites where you can
search on chemicals and find good stuff like their synonyms and structures,
including that of salicylic acid.
For
some chemicals, you might have to follow some "more information" links to find
the diagram. And in some cases, you might have to do a net search on the
chemical name before you find the molecular diagram. Sometimes one or the
other isn't available, and they often have chemicals under differing names.
http://chemfinder.cambridgesoft.com/
(Note that you might have to install a plug-in to use this site.)
http://webbook.nist.gov/chemistry/name-ser.html
http://chem.sis.nlm.nih.gov/chemidplus/
http://chemacx.cambridgesoft.com/chemacx/index.asp
For fun, look up something determined
by us to
be *Sal-Free, such as "chitin". You'll see by the diagram that it is definitely
not in the salicylate family.
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The
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Please consult with your Health Care Professional.
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