Caffeine
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Description

Caffeine is a trimethylxanthine in which the three methyl groups are located at positions 1, 3, and 7. A purine alkaloid that occurs naturally in tea and coffee. It has a role as a geroprotector, a mutagen, a central nervous system stimulant, a psychotropic drug, a diuretic, a xenobiotic, an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, an adenosine A2A receptor antagonist, an adjuvant, a food additive, a ryanodine receptor agonist, an adenosine receptor antagonist, a mouse metabolite, a plant metabolite, a fungal metabolite, an environmental contaminant and a human blood serum metabolite. It is a purine alkaloid and a trimethylxanthine.

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Source creator
Darrell Hurt
Source license
Public Domain
Archived copies are shared under the license shown.
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Tags

#nih-3d
#small molecules
#caffeine
#methyltheobromine
#guaranine
#cafeina
#koffein
#mateina
#1,3,7-trimethylxanthine
#thein
#58-08-2
#theine
#alert-pep
#caffein
#cafipel
#coffeine
#refresh'n
#caffedrine
#vivarin
#anhydrous caffeine
#stim
#cafamil
#cafecon
#caffine
#dexitac
#nodaca
#no-doz
#eldiatric c
#7-methyltheophylline
#durvitan
#hycomine
#organex
#nix nap
#methyltheobromide
#coffeinum
#coffein
#phensal
#3,7-dihydro-1,3,7-trimethyl-1h-purine-2,6-dione
#caffeine, synthetic
#quick-pep
#synalgos
#tirend
#1,3,7-trimethyl-2,6-dioxopurine
#1,3,7-trimethylpurine-2,6-dione
#theophylline, 7-methyl
#dhcplus
#tri-aqua
#1h-purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-
#kofein
#miudol
#caffeine, anhydrous
#theobromine, 1-methyl-
#propoxyphene compound 65
#1,3,7-trimethyl-3,7-dihydro-1h-purine-2,6-dione
#kofein [czech]
#coffein [german]
#koffein [german]
#1-methyltheobromine
#caffeine (natural)
#xanthine, 1,3,7-trimethyl
#caffeina [italian]
#theophylline me
#methylxanthine theophylline
#theobromine me
#nci-c02733
#sk-65 compound
#anacin
#anacin maximum strength
#caffeine anhydrous
#fema no. 2224
#p-a-c analgesic tablets
#c8h10n4o2
#hsdb 36
#caffeinum
#brn 0017705
#1,3,7-trimethyl-2,3,6,7-tetrahydro-1h-purine-2,6-dione
#nsc 5036
#a.s.a. and codeine compound
#1,3,7-trimethyl-1h-purine-2,6(3h,7h)-dione
#ai3-20154
#nsc-5036
#chembl113
#caffeine melting point standard
#cff
#chebi:27732
#3g6a5w338e
#mfcd00005758
#caffenium
#sk 65 compound
#caffeina
#dsstox_cid_232
#caffeine [ban:jan]
#caffeine-d3
#dsstox_rid_75448
#dsstox_gsid_20232
#cafeine
#teina
#cas-58-08-2
#caffeine (usp)
#smr000326667
#ccris 1314
#sr-01000075187
#anhydrous caffeine (tn)
#einecs 200-362-1
#monomethyl derivative of theophylline
#caffeine [usp:ban:jan]
#anhydrous caffeine (jp15)
#unii-3g6a5w338e
#caffeine hydrous
#1gfz
#caffeine, bioxtra
#tnp00310
#monohydrate caffeine
#respia (tn)
#1-methyl-theobromine
#7-methyl theophylline
#cafergot (salt/mix)
#1,7-trimethylxanthine
#spectrum_001301
#1l5q
#1l7x
#2a3b
#3g6m
#3,7-dihydro-1,3,7-trimethyl-1h-purine
#caffeine [fhfi]
#caffeine [hsdb]
#caffeine [iarc]
#caffeine [inci]
#caffeine [fcc]
#xanthine,3,7-trimethyl
#caffeine [ii]
#caffeine [mi]
#theine, methyltheobromine
#caffeine [vandf]
#caffeinum [hpus]
#spectrum2_001261
#spectrum3_000321
#spectrum4_001782
#spectrum5_000423
#lopac-c-0750
#caffeine [mart.]
#bmse000206
#caffeine [usp-rs]
#caffeine [who-dd]
#caffeine [who-ip]
#molmap_000054
#probes1_000150
#probes2_000128
#c 0750
#ec 200-362-1
#schembl5671
#anhydrous caffeine (jp17)
#nciopen2_008255
#bidd:pxr0172
#lopac0_000228
#1, 3, 7-trimethylxanthine
#bspbio_001921
#gtpl407
#kbiogr_002325
#kbioss_001781
#1,3,7-trimethyl-1,3,7-trihydropurine-2,6-dione
#5-26-13-00558 (beilstein handbook reference)
#mls001055341
#mls001056714
#mls001066409
#bidd:er0554
#bidd:gt0632
#divk1c_000730
#spectrum1500155
#cu-01000012617-3
#spbio_001222
#caffeine [orange book]
#esgic component caffeine
#triad component caffeine
#megxp0_001350
#zinc1084
#caffeine [ep monograph]
#dimenhydrinate impurity c
#femcet component caffeine
#trezix component caffeine
#1,3,7-trimethyl-2,6-dioxo-1,2,3,6-tetrahydropurine
#anhydrous caffeine [jan]
#caffeine [usp monograph]
#component of dilone (salt/mix)
#dtxsid0020232
#1,7-trimethyl-2,6-dioxopurine
#acon1_000085
#anoquan component caffeine
#bdbm10849
#hms502e12
#kbio1_000730
#kbio2_001781
#kbio2_004349
#kbio2_006917
#kbio3_001141
#caffeine 1.0 mg/ml in methanol
#coffeinum [who-ip latin]
#nsc5036
#cafergot component caffeine
#caffeine, powder, reagentplus(r)
#component of percodan (salt/mix)
#excedrin component caffeine
#fioricet component caffeine
#fiorinal component caffeine
#migergot component caffeine
#ninds_000730
#norgesic component caffeine
#wigraine component caffeine
#bio1_000473
#bio1_000962
#bio1_001451
#caffeine component of esgic
#caffeine component of triad
#dhc plus component caffeine
#hms1920i09
#hms2091o11
#hms2232m13
#hms3260n17
#hms3372j18
#hms3435f10
#hms3715d13
#pharmakon1600-01500155
#invagesic component caffeine
#lanorinal component caffeine
#nodoz caplets and chewable tablets
#caffeine 10 microg/ml in methanol
#caffeine anhydrous [who-ip]
#caffeine component of femcet
#cs-m0795
#caffeine component of anoquan
#tox21_201685
#tox21_300010
#tox21_500228
#caffeine (1,3,7-trimethylxanthine)
#caffeine 100 microg/ml in methanol
#ccg-38825
#nsc755917
#orphengesic component caffeine
#pdsp1_001016
#pdsp1_001235
#pdsp2_001000
#pdsp2_001219
#stk177283
#caffeine component of cafergot
#caffeine component of dhc plus
#caffeine component of excedrin
#caffeine component of fioricet
#caffeine component of fiorinal
#caffeine component of migergot
#caffeine component of norgesic
#caffeine component of wigraine
#propoxyphene compound 65 (salt/mix)
#synalgos-dc component caffeine
#akos000121334
#caffeine component of invagesic
#caffeine component of lanorinal
#5-26-13-00558 (beilstein)
#bayer select headache pain (salt/mix)
#caffeine, anhydrous, 99%, fcc, fg
#db00201
#lp00228
#nsc-755917
#sdccgmls-0064595.p001
#sdccgmls-0064595.p002
#sdccgsbi-0050216.p005
#caffeine component of orphengesic
#idi1_000730
#medigesic plus component caffeine
#synalgos-dc-a component caffeine
#3,3,7-trimethyl-1h-purine-2,6-dione
#caffeine component of synalgos-dc
#darvon compound component caffeine
#invagesic forte component caffeine
#ncgc00015208-01
#ncgc00015208-02
#ncgc00015208-03
#ncgc00015208-04
#ncgc00015208-05
#ncgc00015208-06
#ncgc00015208-07
#ncgc00015208-08
#ncgc00015208-10
#ncgc00015208-11
#ncgc00015208-12
#ncgc00015208-13
#ncgc00015208-14
#ncgc00015208-15
#ncgc00015208-16
#ncgc00015208-17
#ncgc00015208-18
#ncgc00015208-20
#ncgc00015208-29
#ncgc00090699-01
#ncgc00090699-02
#ncgc00090699-03
#ncgc00090699-04
#ncgc00090699-05
#ncgc00090699-06
#ncgc00090699-07
#ncgc00090699-08
#ncgc00090699-09
#ncgc00168808-01
#ncgc00168808-02
#ncgc00254057-01
#ncgc00259234-01
#ncgc00260913-01
#ac-12774
#as-15340
#caffeine, saj special grade, >=98.5%
#component of p-a-c compound (salt/mix)
#caffeine component of synalgos-dc-a
#component of a.s.a. compound (salt/mix)
#orphengesic forte component caffeine
#sbi-0050216.p004
#caffeine component of medigesic plus
#db-023002
#wln: t56 bn dn fnvnvj b1 f1 h1
#caffeine component of darvon compound
#caffeine component of invagesic forte
#eu-0100228
#ft-0664195
#theophylline impurity a [ep impurity]
#caffeine component of orphengesic forte
#bim-0050216.0001
#c07481
#d00528
#dimenhydrinate impurity c [ep impurity]
#pentoxifylline impurity f [ep impurity]
#q60235
#1,3,7-trimethyl-3,7-dihydropurine-2,6-dione
#1h-purine-2, 3,7-dihydro-1,3,7-trimethyl-
#ab00051930-09
#ab00051930_10
#caffeine, purum, anhydrous, >=99.0% (hplc)
#3,7-dihydro-1,3,7-trimethyl-1h-purine (9ci)
#caffeine, anhydrous, tested according to ph.eur.
#l000155
#3,7-dihydro-1,3,7-trimethyl-1h-purin-2,6-dion
#caffeine, sigma reference standard, vial of 250 mg
#sr-01000075187-1
#sr-01000075187-4
#sr-01000075187-7
#sr-01000075187-8
#brd-k02404261-001-02-7
#brd-k02404261-001-03-5
#brd-k02404261-001-07-6
#caffeine, certified reference material, tracecert(r)
#caffeine, meets usp testing specifications, anhydrous
#melting point standard 235-237c, analytical standard
#1,3,7-trimethyl-3,7-dihydro-1h-purine-2,6-dione #
#caffeine, british pharmacopoeia (bp) reference standard
#caffeine, european pharmacopoeia (ep) reference standard
#f3371-0262
#theophylline monohydrate impurity a [ep impurity]
#caffeine 2000 microg/ml in water:methanol (81:19 g/g)
#07e4fb58-fd79-4175-8e3d-05bf96954522
#3,7-dihydro-1,3,7-trimethyl-1h-purin-2,6-dion (coffein)
#caffeine, united states pharmacopeia (usp) reference standard
#caffeine, pharmaceutical secondary standard; certified reference material
#caffeine for system suitability, european pharmacopoeia (ep) reference standard
#caffeine melting point standard, united states pharmacopeia (usp) reference standard
#114303-55-8
#caffeine melting point standard, pharmaceutical secondary standard; certified reference material
#mettler-toledo calibration substance me 18872, caffeine, analytical standard, for the calibration of the thermosystem 900, traceable to primary standards (lgc)
#1,3,7-trimethylxantine
#95789-13-2
#en300-21663
#z104507896
#3mf
#blend
#fbx
#glb
#jpg
#mtl
#obj
#ply
#png
#stl
#wrl
#x3d

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Caffeine

From NIH 3D
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Category

learning

License

CC0

Published

10/15/2026

Availability

free on NIH 3D