Caffeine

Salts []
Caffeine citrate
Caffeine salicylate
Caffeine monohydrate

Esters []
Caffeine benzoate

Molecular structure via molpic
Conformer structure via 3Dmol.js
Enable javascript to view conformer structure via 3Dmol.js
Molecular formula	C8H10N4O2[1]
Molecular mass	194.19 g/mol[1]
Density	1.23 at 64 °F (NTP, 1992) - Denser than water; will sink g/cm3[1]
Appearance	White, prismatic crystals[1]
Odor	Odorless[1]
Taste	Bitter taste[1]
Predicted LogP	-0.1[1]
Melting point	460 °[1]
Boiling point	352 °[1]
Decomposition	When heated to decomposition, it emits toxic fumes of /nitrogen oxides/.[1]
Solubility	10 to 50 mg/mL at 73 °F (NTP, 1992)[1]
Chirality	achiral[2]

Identifiers []
IUPAC name	1,3,7-trimethylpurine-2,6-dione[1]
SMILES	CN1C=NC2=C1C(=O)N(C(=O)N2C)C[1]
InChI	InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3[1]
InChIKey	RYYVLZVUVIJVGH-UHFFFAOYSA-N[1]

Dosing
Elimination half-life	Adults: 3 – 7 hours[3]Infants (full term): 8 hoursInfants (premature): 100 hours
Duration of action	3 – 4 hours[4]

Caffeine

Caffeine (also known as Guaranine, 1,3,7-Trimethylxanthine, Methyltheobromine, Theine, Thein, Cafeina, Koffein, Mateina, Alert-pep or Caffein) is a substance of the xanthine class.

Chemistry

Caffeine is typically found in the form of its citrate, salicylate and monohydrate salts or its benzoate ester.

Stereochemistry

Caffeine is a achiral mixture

Subjective effects

Experience reports

There are currently 25+ experience reports involving caffeine on OpenErowid: []

• "A Strong Mix" by mcr
• "Monster Energy Hangover" by TDurden
• "Turnt Da Fuk Up" by 016TTU
• "Snorting Caffeine" by Brewman
• "Not Fun and Burned" by Cafag
• "Caffeine Sweats" by AndrewR
• "Hellish Nightmare" by Scorpio
• "A Small Pinch in a Meth Pipe" by Vep
• "Maximizing the Day's Potential" by Habibi
• "Definitely Not a Miracle Cure" by Jitters
• "The Night It Wasn't My Friend" by Blue Zinnia
• "Stung by Yellow Jackets" by Kitten
• "Surprise Result" by Elvira
• "I Swallowed Them All" by Andro
• "Not Worth Snorting" by imlonly
• "Something Else to Cheer Me Up" by Swede
• "Really Bad Day At School" by Big Mike
• "Liquid Personality" by anonfoxer
• "Can Caffeine Really Do This?" by Ghost
• "Never Again" by ECGirlie
• "Ruined My New Year's" by Tony Totosh
• "Physically Sick & Panic Attack" by Ani
• "I have shit for brains" by Goddess
• "The Performance" by Derek Qai
• "Wild Heart" by anonymous

Legal status

• Australia: Caffeine is a Unscheduled substance.
• Brazil: Caffeine is a Unscheduled substance.
• Canada: Caffeine is a Unscheduled substance.
• Germany: Caffeine is a Unscheduled substance.
• New Zealand: Caffeine is a Unscheduled substance.
• United Kingdom: Caffeine is a GSL substance.
• United States: Caffeine is a Unscheduled substance.
• United Nations: Caffeine is a Unscheduled substance.

See also

• Stimulant
• Depressant
• Substituted xanthines
• Anodyne

External links

• Caffeine (Wikipedia)
• Caffeine (Wikidata)
• Caffeine (DrugBank)
• Caffeine (PubChem)
• Caffeine (Sciencemadness)
• Caffeine (ChEMBL)
• Caffeine (ChEBI)
• Caffeine (Common Chemistry)
• Caffeine (HMDB)
• Caffeine (KEGG)
• Caffeine (UNII)
• Caffeine (EPA DSSTox)

References