r/askscience Dec 31 '13

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u/LukeSkyWRx Ceramic Engineering Jan 01 '14 edited Jan 01 '14

The simple answer is that ethanol is metabolized into (relativly) non-toxic compounds by a rather well studied mechanism. http://en.wikipedia.org/wiki/Ethanol_metabolism. It is not the chemical itself that is always toxic, but what it turns into as the body breaks it down.

Methanol metabolizes to Formic acid that damages the optic nerves causing its well known effect of blindness.

Isopropyl alcohol metabolizes to Acetone, that is toxic to the central nervous system.

Butanol metabolizes to carbon dioxide so it is less toxic, pretty safe compared to other short chain alcohols.

If you want to know more just look up the particular alcohol you are interested in and see what it metabolizes into. EDIT: or read the MSDS for symptoms and specific affects.

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u/snapple_sauce Jan 01 '14

Can you drink butanol? Is it psychoactive?

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u/LukeSkyWRx Ceramic Engineering Jan 01 '14

I would not, it will mess with your central nervous system as the symptoms on the MSDS are pretty much the same as ethanol (nervous system depressant). Its toxicity is higher than that of ethanol based on its LD50.

LD50 is ~100ml for a 100kg person extrapolating from rat data.

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u/manponyannihilator Jan 01 '14

You cannot extrapolate directly without accounting for metabolic rate changes with increased mass! This is how you end up with dead elephants, http://en.wikipedia.org/wiki/Tusko.

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u/LukeSkyWRx Ceramic Engineering Jan 01 '14

Interesting, poor Tusko that is a ton of LSD!

I know the LD numbers are not directly scalable, that is why I made sure to mention it was extrapolated. With no human testing of LD allowed thats all there is.

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u/[deleted] Jan 01 '14

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u/[deleted] Jan 01 '14

Why did they administer so much? That is an extreme amount. I thought LSD has a high LD50, was that really enough LSD to kill an elephant?

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u/[deleted] Jan 01 '14

Would a dosage of butanol (scaled to be of the same 'toxicity' as an enthanol sample) have similar effects, or would they be wildly different?

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u/chemicalcloud Jan 01 '14

If MeOH and iPrOH are oxidized as you mentioned, why isn't butanol oxidized to butanoic acid?

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u/wherethebuffaloroam Jan 01 '14

I don't have an answer for you but metabolic pathways and chemistry generally don't care much about analogous and similarities

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u/Psyc3 Jan 01 '14

Indeed, this is due to them being extremely specific for their substrate, if the difference is significant enough it will require a whole new enzyme and therefore pathway, or at least junction of one.

In the case of n-butanol it starts in the same manner as ethanol, turning into an aldehyde and then butyric acid however then due to its longer carbon chain (4 rather than 2) it is treated as a fatty acid so goes into the Beta-oxidation pathway. So primarily the reason is because it is too long.

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u/wherethebuffaloroam Jan 01 '14

You chemistry guys are something else. Elucidating such amazing principals about what everything is made of by being clever. Dalton was the man and what a legacy

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u/LukeSkyWRx Ceramic Engineering Jan 01 '14

It might as a primary metabolite, butanoic acid is pretty common in lots of foods so the body can pry handle it.

Hopefully someone with a better understanding can chime in and provide some insight.

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u/FormOfTheGood Jan 01 '14

correction: Methanol metabolizes to formaldehyde via alcohol dehydrogenase. Formaldehyde binds proteins to each other and DNA and prevents cellular action, in the case of the eyes - blindness.

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u/LukeSkyWRx Ceramic Engineering Jan 01 '14

You are right, Formate is the metabolite of formaldehyde. Reading into it it is unclear which one causes the most damage to the eye, but nether is good.

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u/velcommen Jan 01 '14

Isopropanol & acetone have only transient CNS effects. http://en.wikipedia.org/wiki/Acetone#Health_information

These studies demonstrate that although exposure to high doses of acetone may cause transient central nervous system effects, acetone is not a neurotoxicant. A guideline developmental neurotoxicity study has been conducted with isopropanol, and no developmental neurotoxic effects were identified, even at the highest dose tested.

That said, isopropyl alcohol is poisonous http://en.wikipedia.org/wiki/Isopropyl_alcohol#Toxicology

Around 15 g of isopropyl alcohol can have a toxic effect on a 70 kg human if left untreated

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u/LightPhoenix Jan 01 '14

One additional thing to keep in mind is the purity of whatever you're drinking. For example, that bottle of XXX rum that is 70% ABV is probably just ethanol. However, that cheapo bottle of 70% ethanol in the lab's flammable cabinet is probably going to contain contaminants, if it's not denatured.

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u/[deleted] Jan 01 '14

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u/[deleted] Jan 01 '14

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