PhytoHub: Showing entry for 3-methylxanthine

3-methylxanthine

Identification

PhytoHub ID

PHUB002535

Name

3-methylxanthine

Systematic Name

3-methylxanthine

Synonyms

2,6-Dihydroxy-3-methylpurine
3,9-Dihydro-3-methyl-1H-purine-2,6-dione

CAS Number

1076-22-8

Average Mass

166.14

Monoisotopic Mass

166.049075449

Chemical Formula

C₆H₆N₄O₂

IUPAC Name

3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

InChI Key

GMSNIKWWOQHZGF-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C6H6N4O2/c1-10-4-3(7-2-8-4)5(11)9-6(10)12/h2H,1H3,(H,7,8)(H,9,11,12)

SMILES

CN1C2=C(NC=N2)C(=O)NC1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.27e+01 g/l
LogS (ALOGPS): -1.12
LogP (ALOGPS): -0.46
Hydrogen Acceptors: 3
Hydrogen Donors: 2
Rotatable Bond Count: 0
Polar Surface Area: 78.09
Refractivity: 40.0378
Polarizability: 14.751514434380411
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -0.7602900334586413
pKa (strongest acidic): 7.856556089951798
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

HMDB: HMDB0001886
ChEBI: 62207
FooDB (Compounds): FDB022724
Wikipedia: Xanthine
KNApSAcK: C00043196

Taxonomy as Metabolite

Family: N-containing compound metabolites
Class: Alkaloid metabolites
Sub-class: Purines and pyrimidines (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Caffeine	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical
Theobromine	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical
Theophylline	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical
Cocoa purines	N-containing compounds	Alkaloids	Purines and pyrimidines	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Technology	Ion Mode	Collision Energy	View
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Positive	Not Available	View Spectrum
Predicted GC-MS	GC-MS	Predicted by CFMID-EI, energy0	Ei	Not Available	View Spectrum
LC-MS/MS	Quattro_QQQ	delivery=Flow_Injection analyzer=Triple_Quad	Positive	10V	View Spectrum
LC-MS/MS	Quattro_QQQ	delivery=Flow_Injection analyzer=Triple_Quad	Positive	25V	View Spectrum
LC-MS/MS	Quattro_QQQ	delivery=Flow_Injection analyzer=Triple_Quad	Positive	40V	View Spectrum
LC-MS/MS	LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)	Not Available	Positive	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF (UPLC Q-Tof Premier, Waters)	Not Available	Negative	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=UPLC Q-Tof Premier, Waters	negative	V	View Spectrum
LC-MS/MS	LC-ESI-QTOF	instrument=UPLC Q-Tof Premier, Waters	positive	V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	40V	View Spectrum
LC-MS/MS	Not Available	Not Available	Negative	10V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	20V	View Spectrum
LC-MS/MS	Not Available	Not Available	Positive	10V	View Spectrum
LC-MS/MS	Not Available	Not Available	Negative	20V	View Spectrum
LC-MS/MS	Not Available	Not Available	Negative	30V	View Spectrum
LC-MS/MS	Not Available	Not Available	Negative	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID 4.0	Negative	20V	View Spectrum

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Caffeine	Arabica coffee	Coffee and coffee products	Publications	Show
Theobromine	Arabica coffee	Coffee and coffee products	Publications	Show
Caffeine	Black tea	Teas and herbal teas	Publications	Show
Caffeine	Blackcurrant	Fruit, Berries	Publications	Show
Caffeine	Chocolate	Cocoa and cocoa products	Publications	Show
Theobromine	Chocolate	Cocoa and cocoa products	Publications	Show
Caffeine	Cocoa	Cocoa and cocoa products	Publications	Show
Theobromine	Cocoa	Cocoa and cocoa products	Publications	Show
Cocoa purines	Cocoa	Cocoa and cocoa products	Publications	Show
Caffeine	Cocoa bean	Cocoa and cocoa products	Publications	Show
Theobromine	Cocoa bean	Cocoa and cocoa products	Publications	Show
Theophylline	Cocoa bean	Cocoa and cocoa products	Publications	Show
Caffeine	Coffee	Coffee and coffee products	Publications	Show
Caffeine	Green tea	Teas and herbal teas	Publications	Show
Caffeine	Green/roasted coffee	Coffee and coffee products	Publications	Show
Theobromine	Green/roasted coffee	Coffee and coffee products	Publications	Show
Caffeine	Guarana	Beverages, Non-alcoholic	Publications	Show
Theobromine	Guarana	Beverages, Non-alcoholic	Publications	Show
Theophylline	Guarana	Beverages, Non-alcoholic	Publications	Show
Caffeine	Mate	Teas and herbal teas	Publications	Show
Theobromine	Mate	Teas and herbal teas	Publications	Show
Theophylline	Mate	Teas and herbal teas	Publications	Show
Caffeine	Mocha coffee	Coffee and coffee products	Publications	Show
Caffeine	Roasted coffee	Coffee and coffee products	Publications	Show
Theobromine	Roasted coffee	Coffee and coffee products	Publications	Show
Theophylline	Roasted coffee	Coffee and coffee products	Publications	Show
Caffeine	Soda	Beverages, Non-alcoholic	Publications	Show
Caffeine	Tea	Teas and herbal teas	Publications	Show
Theobromine	Tea	Teas and herbal teas	Publications	Show
Theophylline	Tea	Teas and herbal teas	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Caffeine	3-methylxanthine	human	urine	host metabolism	Not Available	Not Available	1-5%	C₆H₆N₄O₂	166.049075449	Detailed Intervention Studies	Publications
Theobromine	3-methylxanthine	human	urine	host metabolism	Not Available	Not Available	10-30%	C₆H₆N₄O₂	166.049075449	Detailed Intervention Studies	Publications
Theophylline	3-methylxanthine	human	urine	host metabolism	Not Available	Not Available	10-30%	C₆H₆N₄O₂	166.049075449	Detailed Intervention Studies	Publications
Cocoa purines	3-methylxanthine	human	plasma	host metabolism	1h-3h	0.5-2µmol/L	Not Available	C₆H₆N₄O₂	166.049075449	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

Food Phytochemical	Metabolite	Effect	Value
Caffeine	3-methylxanthine	Age	No effect	Publications
Caffeine	3-methylxanthine	Smoking	No effect	Publications
Theobromine	3-methylxanthine	Smoking	No effect	Publications
Theobromine	3-methylxanthine	Age	No effect	Publications
Theophylline	3-methylxanthine	Age	No effect	Publications

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Showing entry for 3-methylxanthine