HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.9
  1. Home
  2. /Compound

Theacrine

HCID 75324
New noteNew reactionRequest quotesPrint preview
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
2309-49-1
Standard SMILES
Cn1c(=O)c2c(n(C)c1=O)n(C)c(=O)n2C
InChIKey
QGDOQULISIQFHQ-UHFFFAOYSA-N
Molecular formula
C9H12N4O3
Average molar mass
224.22 g/mol
Monoisotopic mass
224.09094026

Overview

1,3,7,9-tetramethyluric acid is an oxopurine that is uric acid in which the hydrogens at positions 1,3,7 and 9 are replaced by methyl groups. It is a purine alkaloid that is found in Chinese tea known as kucha (Camellia assamica var. kucha) and exhibits anti-inflammatory and analgesic properties. It has a role as an analgesic, an anti-inflammatory agent, a plant metabolite and a human xenobiotic metabolite. It is an oxopurine and a purine alkaloid. It is functionally related to a 7,9-dihydro-1H-purine-2,6,8(3H)-trione.

Names & identifiers

Preferred name
Theacrine
IUPAC
1,3,7,9-tetramethylpurine-2,6,8-trione
English name
TETRAMETHYLURIC ACID
Molecular formula
C9H12N4O3
Molecular weight
224.22

Names & synonyms

Tetramethyluric acid2309-49-1theacrine1,3,7,9-Tetramethyluric acidTemurinTemorine1,3,7,9-tetramethylpurine-2,6,8-trioneTeaCrineBa 27501H-Purine-2,6,8(3H)-trione, 7,9-dihydro-1,3,7,9-tetramethyl-Uric acid, 1,3,7,9-tetramethyl-EJ939L81MY
Show more names
NSC 8809Teramethyluric acidTETRAMETHYURIC ACIDTETRAMETHYLUPIC ACID
NSC-8809tetramethyl-2,3,6,7,8,9-hexahydro-1H-purine-2,6,8-trioneCHEBI:139388DTXSID90177659RefChem:412785DTXCID00100150218-994-11,3,7,9-tetraMethyl-1H-purine-2,6,8(3H,7H,9H)-trione

Database identifiers

CAS
2309-49-1
PubChem CID
75324
DTXSID
DTXSID90177659
ChEMBL
CHEMBL143715
ChEBI
CHEBI:139388
UNII
EJ939L81MY
EC Number
218-994-1
Nikkaji

Properties

Computed structural properties

XLogP
-0.2
Topological polar surface area
64.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
16
Formal charge
0
Complexity
442

Experimental & physicochemical properties

Solubility25 mg/mL at 20 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
226 ℃ · 226℃
Boiling point
365.61 °C · 365.61°C (rough estimate)
Density
1.3055 · 1.3055 (rough estimate)
refractive index
1.63 · 1.6300 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Methanol (Slightly)
form
Solid
pka
-1.93 · -1.93±0.20(Predicted)
color
White to Off-White
Water Solubility
33 mg/L · 33mg/L(room temperature)
FDA UNII
939 L81MY · EJ939L81MY
Symbol(GHS)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesTetramethyluric acid is an impurity of caffeine. Caffeine is a bitter, white crystalline xanthine alkaloid that acts as a stimulant drug and a reversible acetylcholinesterase inhibitor. Caffeine is found in varying quantities in the seeds, leaves, and fruit of some plants, where it acts as a natural pesticide that paralyzes and kills certain insects feeding on the plants. In humans, caffeine acts as a central nervous system stimulant, temporarily warding off drowsiness and restoring alertness. Caffeine is a cardiac and respiratory stimulant; diuretic. Caffeine is toxic at sufficiently high doses.

Additional notes · 1 item

DefinitionChEBI: 1,3,7,9-tetramethyluric acid is an oxopurine that is uric acid in which the hydrogens at positions 1,3,7 and 9 are replaced by methyl groups. It is a purine alkaloid that is found in Chinese tea known as kucha (Camellia assamica var. kucha) and exhibits anti-inflammatory and analgesic properties. It has a role as a plant metabolite, an anti-inflammatory agent, an analgesic and a human xenobiotic metabolite. It is an oxopurine and a purine alkaloid. It is functionally related to a 7,9-dihydro-1H-purine-2,6,8(3H)-trione.

Suppliers

Loading…

Open inquiries

Loading…

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
J3.707I
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P305+P351+P338