Is this Meo-Est?
Diane
This is a tuff one. We all looked high and low for info on Meo Est and didnt get much.
I will give some of the info I have and maybe that will help you discover more since you have the background to figure this out. I just dont have the chemistry background you do but maybe something I post will help lead you to the answers …
Its suspected they changed the name or something got screwed up in the translation of it. it was asked but never cleared up.
This post when it first came out was interesting
Here it is spelled Methoxyestratetraenone but in the Maiworm study abstract it’s spelt Methoxyest****ateraene.
Homepage Dr. Regina Buschmann-Maiworm
Dr. Regina E. Maiworm Influence of estradienol and methoxyestateraene on the assessment of the opposite sex.
Abstract
In a double blind study estradienol, methoxyestateraene or the controls cholesterol or mineral oil were applied to the upper lip of 240 men and women. Before the application a standardized test about the mood was administered. After the application five persons (standardized whole-body photographs) of the opposite sex were rated on 19 bipolar, seven stepped ratingscales. Each subject rated the five persons one by one. After the rating the test about the moood was conducted again. The session was finished by a structured interview. Each subject was tested individually by a same sex experimenter. Physiological parameters (respiration, heart rate, skin conductance) were measured during each session. Under estradienol the men were rated by women as better, harder and more nonchalant than under control. Under the influence of methoxyestateraene the women were rated by men as better, kinder and they were much more liked than under control.
This post may be helpful
According to this chart your damn close if not correct in your picture above. The chart I have in my home office is better but this is the only one I had online. I cant find the molecule you posted in any of my charts so maybe you found it.
Maybe Meo est is something derived during the cross over from Testosterone and Estradiol
http://upload.wikimedia.org/wikipedia/commons/a/ad/Reaction-Testosterone-Estradiol.png
Or it could be …
,
This was something “HEC” posted over at Love scent. Just so you know HEC is are unmentionable person who had trouble with the law and we cant talk about here LOL
They called him on it being a horse mone though so I dont know where this leads but again worth mention. I have no trust in him but it is sold under the meo est name at his place. Then again he did get in trouble with the law for passing one molecule off as another.
This link may be of use as well
http://pubs.acs.org/doi/abs/10.1021/jm00236a028
Maybe you can make heads or tails of it. I can confidently say I dont know what Meo Est is and I dont think many people do.
Let me know if you find out anything.
Tisha
What I posted above is a ring B benzenoid, not ring A, and has no B-ring double bond. So it is a bond isomer of estrone, not equilin. Its common name is Estratrienolone,. 5,7,9-Estratrien-3beta-ol-17-one.
Maiworm is in Germany and I don’t know if they had the same naming conventions. So, who knows what she actually used?
But a methoxy implies, R-O-CH3, and the above does not have a methoxy group.
But I found a ton of chemistry literature on methylation of oxy-estratrienone,or of oxy-estratrienolone giving Methoxyestratrienone. This is not Methoxyestatetraenone, or Methoxyestratetraenone, however. So, that was kind of a dead end. Below are a couple of links if you are interested.
http://www.scripps.edu/chem/baran/images/grpmtgpdf/Krawczuk_Mar_06.pdf
J-POSITION SUBSTITUTED ESTRANES - Google Patent Search
Estratrienone is part of the synthetic pathway of estrone.
So, I decided to just look at the molecules:
Estratetraenol is pictured below on the left. You’ll notice there is a hydroxyl group (-O-H) on the A ring. If this were replaced with a methoxy group (-O-CH3) it would be methoxyestratetraenol.
Also, if there was a ketone group (=O) on the D ring (rightmost ring) in addition to the methoxy group replacing the hydroxy group, it would be called methoxyestratetraenone… Meo-Est. Hypothetically the keto-group could be on the A ring, and the methoxy group somewhere else. But it would then be more akin to an androgen, rather than an estrogen derivative, and definitely not an EST-derivative.
Estrone is pictured in the middle. If the hydroxyl group on the A ring were replaced with a methoxy group, you would have something called methoxyestrone, or MEOestrone, or something that looks very suspiciously like methoxyestratetraenone.
Pictured on the far right is Equilin. The difference between it and the other two is the addition of the double bond in the B ring and the loss of the hydrogen atom at that juncture. Although it looks very similar to Estrone, chemically it is very different. But both Estratetratraenol and Equilin are tetratraenes. In order to change Equilin to Meo-Est, you would have to add a methyl group to the A ring.
There is no information available for Methoxyestratetraenone in any of the literature I’ve been able to find under that name. But looking at the molecules below it looks like it would be easiest to synthesize this from Estrone by methylation of the hydroxyl group on the A ring. But I’m not a chemist, so who knows?
Doing a search on Google for methoxyestrone, however,yeilds a ton of responses. It is a metabolite of Estradiol in humans.
Diane
But pulling up a picture of methoxyestrone, it looks very different. Below in the first picture is 2-methoxyestrone. What I proposed above would be 3-methoxyestrone.
The 2nd picture looks about right except for the additional methyl group at the C-D ring juncture. It is 1,3,5(10)-Estratrien-3-ol-17-one Methyl Ether or Methyl Estrone Ether. It is also known as 3-Methoxy-oestra (estra)-1,3,5(10)-trien-17-one, or MEO-(o)estratrienone, or 3-MEO-estra-trien-one. But again, this is not MEO-estra-tetratraen-one.
I went and looked up what constitutes a triene, and it is three carbon=carbon double bonds. A tetratraene is a molecular compound with 4 carbon=carbon double bonds. Under that nomenclature, the bottom compound, 3-Methoxy-estra-1,3,5(10)-trien-17-one is not the same as one called Methoxy-estra-tetratraen-one, since it only contains 3 carbon-carbon bonds, and Meo-est (methoxyestratetraenone) would need to have 4.
So the question remains: Is this Meo-Est? Anyway, I’m still researching.
Diane
You go girl… I knew you could get closer to the bottom of it. 
Like I said I dont have a strong enough chemistry backgound to figure it out really.
I dont know if they will tell us.
Keep up the great work, I have been curious about it since it came out
Tisha 
Okay putting methoxy estra tetratraen into google yielded the following (and many more organic chemistry sythesis papers):
I also found six other methoxy-estra-tetraen-one compounds with the keto group in position 17 and the methoxy group in position 3 (from the Dictionary of Steroids By R. A. Hill, Anthony Cooper).
Dictionary of steroids - Google Books
3-methoxyestra-1,3,5(10),7-tetraen-17α-one
3-methoxyestra-1,3,5(10),8-tetraen-17α-one
3-methoxyestra-1,3,5(10),8(14)-tetraen-17α-one
3-methoxyestra-1,3,5(10),9(11)-tetraen-17-one
3-methoxyestra-1,3,5(10),14-tetraen-17α-one
3-methoxyestra-1,3,5(10),15-tetraen-17α-one
Only the top one is derived from Equilin. The second and third ones are probably derived from an other horse estrogen, Equilenin. The fourth seems to be the product of microorganism degradation of estratrienes or of androstadienes. The last two are probably derived from Estradiol.
Several of these are also listed in The Dictionary of Natural Products By J. Buckingham.
Dictionary of natural products - Google Books
3-methoxyestra-1,3,5(10),7-tetraen-17α-one
3-methoxyestra-1,3,5(10),9(11)-tetraen-17-one
I found other 3-methoxyestra-1,3,5(10)__-17-one compounds, but they all seem to be totally synthetic.
And of course, I found this:
3-Methoxy-Estra-1,3,5(10),16-tetraene
I’ll keep looking.
Diane
So, I’m exhausted! Every paper on this subject, it seems, is a chemical synthesis paper… grrrr.
If this is a position 3-methoxy, A-ring benzenoid (estrogen), position 17-keto, the only question that remains is where in the heck is that 4th double bond?
This question is really important since it determines the shape of the molecule in three dimensions, determines the reactivity of the pheromone, and determines the stability of the molecule.
So, anyway, I compiled what I think are the only 9 possibilities for answering this question. The other carbon positions already have 4 stable carbon bonds or a double bond and 3 other carbon bonds, so these are the only possibilities with these other elements.
So, check out the pic below. If you think anything can be added, or if these give any clues, please do post it.
Diane
I know it exhausted me when I was looking to. Its frustrating because you just start thinking… Ok I got it now… and then hit a dead end. There is just nothing under that name and we really should be able to find something on it. I think your theory on it being methoxyestrone or possibly close to it is the most likely candidate.
Hell I know you not asking me LOL, But its a good question.
Is there any way you can make this chart bigger. I click on it but its still tiny so its hard to see. Course I could just be getting old LOL
Tisha
Yeah, sorry about that. I made that on Paint. You can’t see the names, but the fourth bond position you can just make out. I’ll see if I can put this into three or four different pics.
Okay, see if these are any better. The first pic should have been labelled 3-MEO-1,3,5(10)-Estratriene***-17***-one.
Because of the four bond characteristic of carbon, you can’t have an extra double bond to carbon at positions, 10, 13, or 16, so as far as I can tell, these nine are the only isomers of 3-methoxy(MEO)estratetraen-17-one that are possible.
Diane
Well, I just discovered that methoxy-estratetraen-one is also called estratetraen-ol-one methyl ether. That complicates things a bit, but I also found this:
1,3,5(10), 7-ESTRATETRAEN-3-OL-17-ONE METHYL ETHER
and
http://www.steraloids.com/CatalogListing.php?CatalogueID=&HTMLName=&HTMLTrivialNames=estra&CAS=&MolecularWeight=&CatalogPageNumber=&CatalogSearch_submit=Search
Both of those meo-est compounds are equilin. I’m not surprised that this takes up much of the research literature, considering it has been used in hormone replacement therapy for about 45 years, and it makes up about 20-25% of the total estrogens given to women in hrt - nasty.
I guess if they are saying at the other place that their meo-est is equilin derivative, then it would be the 7-estratetraen-17-one that they have.
It is also called Dehydro estrone methyl ether (trivial name). I found this which lists the 9(11)-estratetraen-one as a key intermediate for estrogens:
http://pubs.acs.org/doi/abs/10.1021/ja00103a009 - this one, 3-meo-1,3,5(10),9(11)-estratetraen-17one (also called ±9(11)-dehydroestrone methyl ether), is the one that I think is meo-est.
Here is a list of some steroids and their trivial names and systematic names:
http://www.researchplus.com/download_catalog/stn.pdf
I found these listings (6-dehydroestrone methyl ether; also 1,3,5(10),6-ESTRATETRAEN-3-OL-17-ONE 3-METHYLETHER):
http://www.researchplus.com/Trivial_Name_D.html
and
http://www.steraloids.com/CatalogListing.php?CatalogueID=&HTMLName=&HTMLTrivialNames=dehydroestrone+methyl+ether&CAS=&MolecularWeight=&CatalogPageNumber=&CatalogSearch_submit=Search
Still looking.
Diane
I’m listing this document just because I think it is an awesome, awesome piece of literature that lists all the compounds used in hrt and oral contracetives around the world.
Diane
In the book, The Chemical Synthesis of Natural Products, by Karl Hale, (p.215 & p.415), 9(11)-dehydro-estrone methyl ether is naturally occurring enantiomer, so it can be referred to as an ent-steroid as well.
Also, from
http://ichf.edu.pl/pjch/pj-2006/pj-2006-04a.pdf:
Diane
This thread is giving me a headache.:o (I haven’t done chemistry since college–the late 60’s)
I’ve never done chemistry diane is a lesson and a half alone when does fall sesson start? 
Sorry you had to see that Electra!
Some ladies like redecorating and like to do it a lot. I’m just a bulldog for information and I just can’t stand an unsolved mystery.
It makes me geekilicious…
You just got to see an example of some of the process of elimination I go through.
Diane
Its cool I’m the same way with information in general chemistry is just outside my range a bit mathematically. It would be better explained to me in terms of symmetry or something artistic.
^.^
omg chemistry…:o
If it is a human derived molecule I think it is this one, since this is the only one I could find any reference to at all that occurs naturally in humans.
Diane
Wow
science is one complicated language to understand. Too many tiny numbers and chemical names on a little piece of paper! Jealous of you science-y folks!
Great job Diane. I think your right. Oh and watching your process of coming to this conclusion was far from boring. Its a little overwhelming when the person reading it doesn’t have a strong chemistry background but I found it very interesting and inspiring. Thanks for sharing it with us.
Tisha