Standard Compound Records

Database Entry: cq_04451

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Caffeine
Synonyms:Caffeine;1,3,7-Trimethyl-2,6-dioxopurine;1,3,7-Trimethylxanthine;1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl-;3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione;5-26-13-00558 (Beilstein Handbook Reference);58-08-2;71701-02-5;95789-13-2;A.S.A. and Codeine Compound;AI3-20154;Alert-pep;Anacin;Anacin Maximum Strength;Anhydrous caffeine;BRN 0017705;Bayer Select Headache Pain;CAFFEINE;CCRIS 1314;Cafamil;Cafecon;Cafeina;Cafergot;Caffedrine;Caffein;Caffeina [Italian];Caffeine (natural);Caffeine [BAN:JAN];Caffeine, anhydrous;Caffeine, synthetic;Caffine;Cafipel;Coffein [German];Coffeine;Coffeinum;DHCplus;Dasin;Dexitac;EINECS 200-362-1;Eldiatric C;FEMA No. 2224;Guaranine;HSDB 36;Hycomine Compound;Kofein [Czech];Koffein;Koffein [German];Mateina;Methyltheobromide;Methyltheobromine;Methylxanthine theophylline;Midol Maximum Strength;NCI-C02733;NO-Doz;NSC 5036;Nix Nap;Nodaca;Norgesic;Organex;P-A-C Analgesic Tablets;Phensal;Propoxyphene Compound 65;Quick-Pep;Refresh'N;SK-65 Compound;Stim;Synalgos;Synalgos-DC;Thein;Theine;Theobromine, 1-methyl-;Theophylline, 7-methyl;Tirend;Vanquish;Vivarin;Wigraine;Xanthine, 1,3,7-trimethyl;1,3,7-trimethylpurine-2,6-quinone;1,3,7-trimethylpurine-2,6-dione;Excedrin (migraine);Compound 65;Femcet;Hycomine;1,3, 7-Trimethylxanthine;Maximum strength snapback stimulant powders;Theophylline me;nchembio774-comp2;Lopac-C-0750;Synalgos-DC-a;Fiorinal;Coffein;Dexitac stay alert stimulant;Butal compound;Invagesic;Caffedrine caplets;1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione;Enerjets;Acetaminophen;Esgic-plus;Lanorinal;Esgic;Wake-up;Triad;Anoquan;Caffeine, monohydrate;Ultra pep-back;Butalbital;3,7-Dihydro-1,3,7-trimethyl-1H-purin-2,6-dion (coffein);DHC plus;CFF;Darvon Compound-65;Butalbital compound;Tri-aqua;Diurex;Orphengesic;SK 65 Compound;Natural caffeinum;Caffeine pure;Migergot;Medigesic plus;Miudol;Pep-back;Nodoz maximum strength caplets;Durvitan;Quick pep;Darvon compound;Norgesic forte;Keep alert;Invagesic forte;Cafcit;Propoxyphene Compound-65;Orphengesic forte;Anhydrous caffeine (JP15);Kofein;Ercatab;1H-Purine-2,6-dione, 3,7-dihydro-1,3, 7-trimethyl-;Fioricet;Monomethyl derivative of theophylline;3,7-Dihydro-1,3,7-trimethyl-1H-purine-2, 6-dione;7-Methyltheophylline;Theobromine me
Molecular Weight:194.1906
Formula:C8H10N4O2
CAS:58-08-2;71701-02-5;95789-13-2
Isomeric SMILES:CN1C=NC2=C1C(=O)N(C(=O)N2C)C
Canonical SMILES:CN1C=NC2=C1C(=O)N(C(=O)N2C)C
InChI:InChI=1/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
Experimental Water Solubility:21.6 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:10.7 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):-0.07 [HANSCH,C ET AL. (1995)]
Predicted LogP(octanol-water):-0.23 [Predicted by ALOGPS]; -0.5 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C07481
PubChem SID:148854
PubChem CID:2519
ChemIDplus:000058082
CHEBI:27732
HMDB:|HMDB01847|
PDB Component ID:|CFF|
MetaCyc ID:|1-3-7-TRIMETHYLXANTHINE|
UM-BBD ID:
BMRB ID:|caffeine|

NMR related

MMCD Experimental_NMR: expnmr_00197 ||

HMDB_EXPERIMENTAL_HNMR: HMDB01847||

HMDB_EXPERIMENTAL_HSQC: HMDB01847||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C1231715,5,6,71132.9N_AN_A33.5
2C1241816,8,9,102232.2N_AN_A29.6
3C1221614,2,3,43329.1N_AN_A27.8
4C3171113,15,144145.5N_AN_A144.3
5C4211520,19,1555107.5N_AN_A107.8
6C4201421,13,1666150.5N_AN_A147.5
7C4191321,14,1277155.0N_AN_A155.3
8C4181216,14,1188151.5N_AN_A151.6
9N13717,2099N_AN_AN_AN_A
10N15923,17,211010N_AN_AN_AN_A
11N161024,20,181111N_AN_AN_AN_A
12N14822,19,181212N_AN_AN_AN_A
13O126191313N_AN_AN_AN_A
14O115181414N_AN_AN_AN_A
15H5323N_AN_A3.87N_AN_AN_A
16H6323N_AN_A3.87N_AN_AN_A
17H7323N_AN_A3.87N_AN_AN_A
18H8424N_AN_A3.41N_AN_AN_A
19H9424N_AN_A3.41N_AN_AN_A
20H10424N_AN_A3.41N_AN_AN_A
21H2222N_AN_A2.7N_AN_AN_A
22H3222N_AN_A2.7N_AN_AN_A
23H4222N_AN_A2.7N_AN_AN_A
24H1117N_AN_A7.98N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB01847||

C12N14 Mass data:194.080375586
C13N14 Mass data:202.107214288
C12N15 Mass data:198.068515159
C13N15 Mass data:206.095353861

Miscellanea

Order_Status:DONE
Organism:hsa
Location:
Isomer:
Salt:
Data Source:kegg;pdb;hmdb;biocyc
Similar Structure:
Comments: drug