well im cross-posting this in here because theres been mad threads about stereochemistry before, and you might care more than discussion.
i like it.
except for one thing.
the propyl group end is kind of obscured, so i can't tell for sure... but it looks like the methyl group is sticking up, and there's a methylamino group at the far right (i thought it was just an amino group at first, but the isosurface shows it's a methylamino group). it's hard to tell, but it looks like the hydrogen on the 2-carbon is pointing "into the plane of the screen".
this is where it gets important.
if this is true, then since
-NHCH3 > -CH2C6H3(OCH2O) > -CH3 > -H,
then by the Cahn-Ingold-Prelog rules for assigning absolute stereochemistry
the intro page depicts the R- isomer of MDMA, that is, (2R)-N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane, which is not the (most) psychoactive enantiomer =)
it seems like erowid does the same thing with the methylamino group out the right.. i always draw it sticking out, with the alkyl chain unbroken and a methyl group on the right, which suggests the S- isomer...
btw, what does that isosurface represent? looks like van der Waals radii (eww..) or something..
anyway, i felt a burning need to point that out. correct me if i'm wrong, but that's how it looks to me. other than that.. it looks kinda amazing. Stryer meets flyer.
if i was developing a front page for a major message board involving e, i'd do exactly the same thing. except it would be bigger, and it'd be dextrorotatory. =)
respects.
i like it.
except for one thing.
the propyl group end is kind of obscured, so i can't tell for sure... but it looks like the methyl group is sticking up, and there's a methylamino group at the far right (i thought it was just an amino group at first, but the isosurface shows it's a methylamino group). it's hard to tell, but it looks like the hydrogen on the 2-carbon is pointing "into the plane of the screen".
this is where it gets important.
if this is true, then since
-NHCH3 > -CH2C6H3(OCH2O) > -CH3 > -H,
then by the Cahn-Ingold-Prelog rules for assigning absolute stereochemistry
the intro page depicts the R- isomer of MDMA, that is, (2R)-N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane, which is not the (most) psychoactive enantiomer =)
it seems like erowid does the same thing with the methylamino group out the right.. i always draw it sticking out, with the alkyl chain unbroken and a methyl group on the right, which suggests the S- isomer...
btw, what does that isosurface represent? looks like van der Waals radii (eww..) or something..
anyway, i felt a burning need to point that out. correct me if i'm wrong, but that's how it looks to me. other than that.. it looks kinda amazing. Stryer meets flyer.
if i was developing a front page for a major message board involving e, i'd do exactly the same thing. except it would be bigger, and it'd be dextrorotatory. =)
respects.
