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Details

Stereochemistry ACHIRAL
Molecular Formula C8H10N4O2
Molecular Weight 194.1906
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAFFEINE

SMILES

CN1C=NC2=C1C(=O)N(C)C(=O)N2C

InChI

InChIKey=RYYVLZVUVIJVGH-UHFFFAOYSA-N
InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3

HIDE SMILES / InChI
Molecular Formula C8H10N4O2
Molecular Weight 194.1906
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:20:53 UTC 2023
Edited
by admin
on Fri Dec 15 15:20:53 UTC 2023
Record UNII
3G6A5W338E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAFFEINE
EP   FCC   FHFI   HSDB   II   INCI   MART.   MI   ORANGE BOOK   USP   VANDF   WHO-DD   WHO-IP  
INCI  
Official Name English
FEMA NO. 2224
Code English
CAFFEINE [II]
Common Name English
TREZIX COMPONENT CAFFEINE
Brand Name English
CAFFEINE [FCC]
Common Name English
CAFFEINE COMPONENT OF CAFERGOT
Common Name English
THEOPHYLLINE IMPURITY A [EP IMPURITY]
Common Name English
CAFFEINE [HSDB]
Common Name English
CAFFEINE COMPONENT OF NORGESIC
Common Name English
CAFFEINE ANHYDROUS [WHO-IP]
Common Name English
CAFFEINE COMPONENT OF FIORINAL
Common Name English
FEMCET COMPONENT CAFFEINE
Common Name English
FIORINAL COMPONENT CAFFEINE
Common Name English
1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-1,3,7-TRIMETHYL-
Systematic Name English
SYNALGOS
Common Name English
INVAGESIC COMPONENT CAFFEINE
Common Name English
CAFERGOT COMPONENT CAFFEINE
Common Name English
CAFFEINE [ORANGE BOOK]
Common Name English
SYNALGOS-DC COMPONENT CAFFEINE
Common Name English
CAFFEINUM [HPUS]
Common Name English
VIVARIN
Common Name English
DIMENHYDRINATE IMPURITY C [EP IMPURITY]
Common Name English
ORPHENGESIC COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF LANORINAL
Common Name English
THEINE
Common Name English
CAFFEINE COMPONENT OF ORPHENGESIC
Common Name English
MIGERGOT COMPONENT CAFFEINE
Common Name English
GUARANINE
Common Name English
CAFFEINE COMPONENT OF SYNALGOS-DC-A
Common Name English
DHC PLUS COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF FIORICET
Common Name English
TRIAD COMPONENT CAFFEINE
Common Name English
CAFFEINE [USP-RS]
Common Name English
CAFFEINE COMPONENT OF INVAGESIC
Common Name English
INVAGESIC FORTE COMPONENT CAFFEINE
Common Name English
CAFFEINE [INCI]
Common Name English
CAFFEINE [FHFI]
Common Name English
ESGIC COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF TRIAD
Common Name English
NORGESIC COMPONENT CAFFEINE
Common Name English
SYNALGOS-DC-A COMPONENT CAFFEINE
Common Name English
COFFEINUM [WHO-IP LATIN]
Common Name English
CAFFEINE COMPONENT OF DHC PLUS
Common Name English
ANHYDROUS CAFFEINE
JAN  
Common Name English
CAFFEINE COMPONENT OF SYNALGOS-DC
Common Name English
CAFFEINE [VANDF]
Common Name English
CAFFEINE COMPONENT OF WIGRAINE
Common Name English
CAFFEINE COMPONENT OF ESGIC
Common Name English
DARVON COMPOUND COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF ORPHENGESIC FORTE
Common Name English
CAFFEINE [IARC]
Common Name English
ORPHENGESIC FORTE COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF EXCEDRIN
Common Name English
CAFFEINE COMPONENT OF INVAGESIC FORTE
Common Name English
CAFFEINE [EP MONOGRAPH]
Common Name English
CAFFEINUM
HPUS  
Common Name English
FIORICET COMPONENT CAFFEINE
Common Name English
MEDIGESIC PLUS COMPONENT CAFFEINE
Common Name English
METHYLTHEOBROMINE
Systematic Name English
CAFFEINE COMPONENT OF FEMCET
Common Name English
CAFFEINE COMPONENT OF DARVON COMPOUND
Common Name English
EXCEDRIN COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF MEDIGESIC PLUS
Common Name English
CAFFEINE [WHO-IP]
Common Name English
CAFFEINE COMPONENT OF MIGERGOT
Common Name English
CAFFEINE [MI]
Common Name English
NSC-5036
Code English
DIMENHYDRINATE IMPURITY C
EP  
Common Name English
ANHYDROUS CAFFEINE [JAN]
Common Name English
WIGRAINE COMPONENT CAFFEINE
Common Name English
CAFFEINE COMPONENT OF ANOQUAN
Common Name English
Caffeine [WHO-DD]
Common Name English
LANORINAL COMPONENT CAFFEINE
Common Name English
PENTOXIFYLLINE IMPURITY F [EP IMPURITY]
Common Name English
ANOQUAN COMPONENT CAFFEINE
Common Name English
CAFFEINE MELTING POINT STANDARD
USP-RS  
Common Name English
CAFFEINE [MART.]
Common Name English
1,3,7-Trimethylxanthine
Systematic Name English
THEOPHYLLINE MONOHYDRATE IMPURITY A [EP IMPURITY]
Common Name English
CAFFEINE [USP MONOGRAPH]
Common Name English
DURVITAN
Common Name English
Classification Tree Code System Code
WHO-VATC QV04CG30
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NDF-RT N0000175729
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
CFR 21 CFR 340.10
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NDF-RT N0000175790
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
WHO-VATC QN06BC01
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NCI_THESAURUS C54060
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NDF-RT N0000175739
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
IARC Caffeine
NDF-RT N0000008118
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
NDF-RT N0000008118
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
DSLD 367 (Number of products:3156)
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
FDA ORPHAN DRUG 367512
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
EPA PESTICIDE CODE 660
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
WHO-ATC V04CG30
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
FDA ORPHAN DRUG 31288
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
WHO-ATC N06BC01
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
LIVERTOX NBK559835
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
CFR 21 CFR 340.50
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
Code System Code Type Description
LACTMED
Caffeine
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
MESH
D002110
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
RXCUI
1886
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY RxNorm
DAILYMED
3G6A5W338E
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
IUPHAR
407
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
CAFFEINE
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY Description: Silky, colourless crystals or a white, crystalline powder; odourless. Solubility: Soluble in 60 parts of water and in 100 parts of ethanol (~750 g/l) TS; slightly soluble in ether R. Category: Central nervous stimulant. Storage: Caffeine should be kept in a well-closed container. Labelling: The designation on the container of Caffeine should state whether the substance is the monohydrate or is in the anhydrous form. Additional information: Caffeine monohydrate is efflorescent in air. Definition: Caffeine contains not less than 98.5% and not more than 101.0% of C8H10N4O2, calculated with reference to the dried substance.
DRUG CENTRAL
463
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
RS_ITEM_NUM
1086006
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
ALTERNATIVE
DRUG BANK
DB00201
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL113
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
HSDB
35
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
PUBCHEM
2519
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
WIKIPEDIA
CAFFEINE
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
RS_ITEM_NUM
1085003
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
NCI_THESAURUS
C328
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID0020232
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
CHEBI
27732
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
EVMPD
SUB26077
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-362-1
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
NSC
5036
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
GRAS Notification (GRN No.)
347
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
EVMPD
SUB13146MIG
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
CAS
58-08-2
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
MERCK INDEX
m2909
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY Merck Index
FDA UNII
3G6A5W338E
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
SMS_ID
100000089693
Created by admin on Fri Dec 15 15:20:53 UTC 2023 , Edited by admin on Fri Dec 15 15:20:53 UTC 2023
PRIMARY
Related Record Type Details
ADENOSINE RECEPTOR A2A
TARGET -> INHIBITOR
IC50
ADENOSINE RECEPTOR A1
TARGET -> INHIBITOR
IC50
Structure of CAFFEINE MONOHYDRATE
SOLVATE->ANHYDROUS
Structure of CAFFEINE CITRATE
SALT/SOLVATE -> PARENT
ADENOSINE RECEPTOR A2B
TARGET->WEAK INHIBITOR
Nonselective adenosine receptor antagonist
Ki
CYTOCHROME P450 1A2
METABOLIC ENZYME -> SUBSTRATE
Structure of CAFFEINE BENZOATE
SALT/SOLVATE -> PARENT
CYTOCHROME P450 2E1
METABOLIC ENZYME -> SUBSTRATE
ARYLAMINE N-ACETYLTRANSFERASE 2
METABOLIC ENZYME -> SUBSTRATE
ADENOSINE RECEPTOR A3
TARGET -> INHIBITOR
IC50
XANTHINE DEHYDROGENASE/OXIDASE
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 1A2
METABOLIC ENZYME -> INDUCER
COCOA
PARENT -> CONSTITUENT ALWAYS PRESENT
Secondary metabolite detected in developing cacao seeds.
ADENOSINE RECEPTOR A2B
TARGET -> INHIBITOR
IC50
Structure of CAFFEINE MONOHYDRATE
SALT/SOLVATE -> PARENT
COFFEA ARABICA SEED, ROASTED
PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
ADENOSINE RECEPTOR A2A
TARGET->WEAK INHIBITOR
Nonselective adenosine receptor antagonist. May be responsible for pain relief.
Ki
PAULLINIA CUPANA SEED
PARENT -> CONSTITUENT ALWAYS PRESENT
COLA NUT
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of caffeine sodium iodide
SALT/SOLVATE -> PARENT
Structure of CAFFEINE SALICYLATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of THEOBROMINE
METABOLITE ACTIVE -> PARENT
MINOR
PLASMA
Structure of 5-ACETYLAMINO-6-AMINO-3-METHYLURACIL
METABOLITE -> PARENT
Structure of 1,3,7-TRIMETHYLDIHYDROURIC ACID
METABOLITE -> PARENT
Human, oral
IN-VITRO
URINE
Structure of THEOPHYLLINE ANHYDROUS
PARENT -> METABOLITE ACTIVE
Structure of 1,7-DIMETHYLURIC ACID
METABOLITE -> PARENT
URINE
Structure of 1-METHYLXANTHINE
METABOLITE -> PARENT
URINE
Structure of TRIMETHYLURIC ACID, 1,3,7-
METABOLITE -> PARENT
IN-VIVO
URINE
Structure of 1,3,7-TRIMETHYL-5,9-DIHYDRO-4H-PURINE-2,6,8-TRIONE
METABOLITE -> PARENT
Structure of PARAXANTHINE
METABOLITE ACTIVE -> PARENT
MAIN PRIMARY METABOLITE; METABOLISM OCCURS IN LIVER
MAJOR
PLASMA; URINE
Structure of 1-METHYLURIC ACID
METABOLITE -> PARENT
Hepatic biotransformation prior to excretion results in about equal amounts of 1-methylxanthine and 1-methyluric acid.
Related Record Type Details
Structure of ISOCAFFEINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of THEOBROMINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of AMINOPHYLLINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of THEOPHYLLINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of THEOPHYLLINE ANHYDROUS
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of PARAXANTHINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of CAFFEIDINE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of 6-AMINO-5-FORMAMIDO-1,3-DIMETHYLURACIL
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of THEOPHYLLINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of THEOPHYLLINE ANHYDROUS
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of PENTOXIFYLLINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of AMINOPHYLLINE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
Structure of CAFFEINE
ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.66.pdf
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Cmax PHARMACOKINETIC
ORAL BIOAVAILABILITY PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
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