Note Type	Comments	Provided By
biological_source	Component of coffee beans ( Coffea arabica ), many other Coffea spp., chocolate ( Theobroma cacao ), tea ( Camellia thea ), kolanut ( Cola acuminata ) and several other Cola	ZereneX Building Blocks
Molecular_Solubility	0.636	Bitter DB
ALOGPS_SOLUBILITY	1.10e+01 g/l	DrugBank-approved
Boiling_Point	178? subl.	Alfa-Aesar
Boiling_Point	178° subl.	Alfa-Aesar
Mp [°C]	234 - 239	Acros Organics
Melting_Point	234-236?	Alfa-Aesar
Melting_Point	234-236°	Alfa-Aesar
MP	235 - 237	Enamine Building Blocks
MP	235...237	Enamine Building Blocks
MP	238	TCI
purity	9.500000000000000e+001	Enamine Building Blocks Enamine Building Blocks
biological_use	Analeptic	IBScreen Bioactives IBScreen Bioactives
mechanism	Antagonist of adenosine receptors	IBScreen Bioactives
UniProt Database Links	AP1_SCHPO; CCS1_COFAR; CCZ1_YEAST; CDHA_PSEU3; CDHB_PSEU3; CDHC_PSEU3; CID11_SCHPO; CID12_SCHPO; CID13_SCHPO; CID14_SCHPO; CID16_SCHPO; CID1_SCHPO; CID2_SCHPO; CP1A2_HUMAN; CP3A4_HUMAN; CRVP_DEMVE; CRVP_DRYCN; CRVP_GLOBL; CRVP_HOPST; CRVP_NOTSC; CRVP_OXYM	ChEBI
biological_use	Chemosterilant against stored grain pests.	IBScreen Bioactives
therap	CNS stimulant	MicroSource Spectrum
Target	Cytochrome P450 3A4(P08684)&Glutathione S-transferase P(P09211)&Glutathione S-transferase A2(P09210)&Apoptosis regulator BAX(Q07812)&Gamma-glutamyltransferase 5(P36269)&Xanthine dehydrogenase/oxidase(P47989)&Antizyme inhibitor 1(O14977)&Cytochrome P450 2A	Herbal Ingredients Targets
biological_use	Diuretic	IBScreen Bioactives
Patent Database Links	EP0967214; EP1064948; EP1064966; EP1064967; EP1083178; EP1084710; EP1178047; EP1178048; EP1232756; EP1283056; EP1510222; EP1514877; EP1518551; EP1550451; EP1553091; EP1566169; EP1602653; EP1611898; EP1659172; EP1671550; EP1676570; EP1690457; EP1693057; EP	ChEBI
Patent Database Links	EP1629835	ChEBI
Hazard	F: Highly flammable; T: Toxic	Acros Organics
biological_use	Flavouring ingredient	IBScreen Bioactives
H phrase	H301: Toxic if swallowed; H370: Causes damage to organs; H311: Toxic in contact with skin; H331: Toxic if inhaled; H225: Highly flammable liquid and vapor	Acros Organics
H phrase	H302: Harmful if swallowed	Acros Organics
biological_use	In the horse is used to treat colic, heat stroke, circulatory disturbance and fatigue, also for horse doping	IBScreen Bioactives
mechanism	Inhibition of cyclic nucleotide phosphodiesterases; antagonism of adenosine receptors	ZereneX Building Blocks
mechanism	Inhibitor of cyclic nucleotide phosphodiesterases	IBScreen Bioactives IBScreen Bioactives
mechanism	Modulator of intracellular calcium handling	IBScreen Bioactives
P phrase	P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician; P280: Wear protective gloves/protective clothing/eye protection/face protection; P312: Call a POISON CENTER or doctor/physician if you feel unwell; P302 + P350: IF ON SKIN: G	Acros Organics
P phrase	P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell	Acros Organics
P phrase	P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P280: Wear protective gloves/eye protection/face protection	Acros Organics
Therapy	Phosphodiesterase inhibitor; central stimulant	SMDC Iconix
biological_use	Possesses virucidal props	IBScreen Bioactives
biological_use	Psychostimulant	IBScreen Bioactives
biological_use	Psychotonic	IBScreen Bioactives
R phrase	R11: Highly flammable.; R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.; R39/23/24/25: Toxic : danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed.	Acros Organics
R phrase	R22: Harmful if swallowed.	Acros Organics
Reactome Database Links	REACT_1165; REACT_15538; REACT_163726; REACT_22239; REACT_22289	ChEBI
S phrase	S7: Keep container tightly closed.; S16: Keep away from sources of ignition - No smoking.; S36/37: Wear suitable protective clothing and gloves.; S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possibl	Acros Organics
PUBCHEM_PATENT_ID	US5874553; US6127346	IBM Patent Data
biological_use	Used in many beverages	IBScreen Bioactives
biological_use	Widely used CNS, respiratory and cardiac stimulant, main effect on the cerebral cortex	IBScreen Bioactives
Hazard	XN: Harmful	Acros Organics

Activity (Go SEA)

Clustered Target Annotations
Code	Description	Organism Class	Affinity (nM)	LE (kcal/mol/atom)	Type
AA2AR-1-E	Adenosine A2a Receptor (cluster #1 Of 4), Eukaryotic	Eukaryotes	9400	0.50	Binding ≤ 10μM
KCNH2-3-E	HERG (cluster #3 Of 5), Eukaryotic	Eukaryotes	4898	0.53	Binding ≤ 10μM

ChEMBL Target Annotations
Uniprot	Swissprot	Description	Affinity (nM)	LE (kcal/mol/atom)	Type
AA2AR_RAT	P30543	Adenosine A2a Receptor, Rat	9400	0.50	Binding ≤ 10μM
KCNH2_HUMAN	Q12809	HERG, Human	4897.78819	0.53	Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description	Species
Aromatic amines can be N-hydroxylated or N-dealkylated by CYP1A2	Danio rerio Gallus gallus Xenopus tropicalis Homo sapiens Bos taurus Sus scrofa Mus musculus Canis familiaris Drosophila melanogaster Rattus norvegicus Taeniopygia guttata Caenorhabditis elegans
Class C/3 (Metabotropic glutamate/pheromone receptors)	Sus scrofa Canis familiaris Bos taurus Mus musculus Taeniopygia guttata Gallus gallus Xenopus tropicalis Rattus norvegicus Homo sapiens
G alpha (i) signalling events	Sus scrofa Xenopus tropicalis Canis familiaris Mus musculus Taeniopygia guttata Rattus norvegicus Gallus gallus Bos taurus Danio rerio Homo sapiens

Reactome Annotations from Targets (via Uniprot)

Description	Species
Adenosine P1 receptors	Rattus norvegicus (AA2AR_RAT)
G alpha (s) signalling events	Rattus norvegicus (AA2AR_RAT)
NGF-independant TRKA activation	Rattus norvegicus (AA2AR_RAT)
Voltage gated Potassium channels	Homo sapiens (KCNH2_HUMAN)

Analogs ( Draw Identity 99% 90% 80% 70% )

No pre-computed analogs available. Try a structural similarity search.

Synonyms (307)
Vendors (44)
Annotations (39)
Representations (1)
Notes (44)
Targets (2)
Clustered (2)
Reactome (4)
Rings (0)
Analogs (0)