3-Methylxanthine

Details

• Internal ID: 015d36cd-8512-45d5-94c2-0d0adfc7448c
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Xanthines
• IUPAC Name: 3-methyl-7H-purine-2,6-dione
• SMILES (Canonical): CN1C2=C(C(=O)NC1=O)NC=N2
• SMILES (Isomeric): CN1C2=C(C(=O)NC1=O)NC=N2
• InChI: 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)
• InChI Key: GMSNIKWWOQHZGF-UHFFFAOYSA-N
• Popularity: 425 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₆N₄O₂
• Molecular Weight: 166.14 g/mol
• Exact Mass: 166.04907545 g/mol
• Topological Polar Surface Area (TPSA): 78.10 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 1076-22-8
• 2,6-Dihydroxy-3-methylpurine
• 3-Methyl-1H-purine-2,6(3H,7H)-dione
• 3-methyl-7H-purine-2,6-dione
• 3 MX
• Xanthine, 3-methyl-
• 3-METHYL XANTHINE
• 1H-Purine-2,6-dione, 3,7-dihydro-3-methyl-
• 3-methyl-7H-xanthine
• 3,7-Dihydro-3-methyl-1H-purine-2,6-dione
• CCRIS 5817
• 3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• EINECS 214-058-1
• MFCD00005580
• CHEMBL619
• UNII-WS6X982OEC
• NSC 515466
• WS6X982OEC
• 3-methyl-3,7-dihydro-1H-purine-2,6-dione
• CHEBI:62207
• NSC-515466
• 3-Methyl-3,9-dihydro-purine-2,6-dione
• 3-Methyl-3,9-dihydro-1H-purine-2,6-dione
• 3-Methyl-3,7-dihydro-1H-purine-2,6-dione (3-Methylxanthine)
• 3-methyl-3,7(9)-dihydro-purine-2,6-dione
• 3-methyl-xanthine
• 3-methyl-9H-xanthine
• Spectrum_001898
• 3-methyl-1H-purine-2,6(3H,9H)-dione
• SpecPlus_000737
• Linagliptin Intermediates
• Spectrum2_000502
• Spectrum3_001652
• Spectrum4_001571
• Spectrum5_001544
• 3-Methylxanthine, 98%
• N(1)-demethyltheophylline
• 2-oxo-3-methylhypoxanthine
• Oprea1_233226
• Oprea1_288071
• BSPBio_003403
• KBioGR_002122
• KBioSS_002428
• BIDD:GT0266
• DivK1c_006833
• SCHEMBL237146
• SPECTRUM1504182
• SPBio_000423
• SCHEMBL8663339
• 3-Methyl-3H-purine-2,6-diol
• 3-methyl-9H-purine-2,6-dione
• CHEBI:62208
• KBio1_001777
• KBio2_002422
• KBio2_004990
• KBio2_007558
• KBio3_002623
• DTXSID90148107
• 1-METHYLXANTHINE (1-MX)
• BCP18161
• BBL012772
• BDBM50001515
• CCG-39565
• GEO-01981
• NSC515466
• s6186
• STK776266
• WLN: T56 BM DN FNVMVJ F1
• AKOS002272340
• AKOS004120009
• AKOS006221835
• CS-W020049
• DS-1280
• 3-methyl-3,7-dihydropurine-2,6-dione
• 1H-Purine-2, 3,7-dihydro-3-methyl-
• NCGC00095330-01
• NCGC00095330-02
• NCGC00178088-01
• 3-Methyl-3,7-dihydro-purine-2,6-dione
• HY-50723
• PD001242
• SY031706
• LS-162544
• 3,9-dihydro-3-methyl-1H-purine-2,6-dione
• AM20080030
• FT-0616197
• M2073
• THEOPHYLLINE IMPURITY B [EP IMPURITY]
• EN300-212022
• PENTOXIFYLLINE IMPURITY B [EP IMPURITY]
• 3-Methyl-3,9-dihydro-1H-purine-2,6-dione #
• 3-methyl-3,9-dihydro-2H,6H-purine-2,6-dione
• 3-methyl-7H-purine-2,6-dione;3-Methylxanthine
• A801730
• J-505016
• W-108741
• Q27888118
• THEOPHYLLINE MONOHYDRATE IMPURITY B [EP IMPURITY]
• Z1741977122
• 3-Methyl-3,9-dihydro-purine-2,6-dione(3-methyl xanthine)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.7214	72.14%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7414	74.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9670	96.70%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9441	94.41%
P-glycoprotein inhibitior	-	0.9749	97.49%
P-glycoprotein substrate	-	0.9286	92.86%
CYP3A4 substrate	-	0.6295	62.95%
CYP2C9 substrate	-	0.6667	66.67%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.9862	98.62%
CYP2C19 inhibition	-	0.9697	96.97%
CYP2D6 inhibition	-	0.9618	96.18%
CYP1A2 inhibition	-	0.9370	93.70%
CYP2C8 inhibition	-	0.9857	98.57%
CYP inhibitory promiscuity	-	0.9947	99.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7198	71.98%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7622	76.22%
Skin irritation	-	0.8627	86.27%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6401	64.01%
Micronuclear	+	0.9600	96.00%
Hepatotoxicity	+	0.6337	63.37%
skin sensitisation	-	0.9396	93.96%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5702	57.02%
Acute Oral Toxicity (c)	II	0.5826	58.26%
Estrogen receptor binding	-	0.9092	90.92%
Androgen receptor binding	-	0.6148	61.48%
Thyroid receptor binding	-	0.6812	68.12%
Glucocorticoid receptor binding	-	0.8840	88.40%
Aromatase binding	-	0.5092	50.92%
PPAR gamma	-	0.8495	84.95%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7729	77.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.03%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.20%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.95%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.77%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.29%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.49%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.11%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	85.11%	98.59%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	83.12%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.38%	89.34%
CHEMBL4208	P20618	Proteasome component C5	80.99%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.58%	98.95%

Plants that contains it

• Gentiana crassicaulis

Cross-Links

• PubChem: 70639
• NPASS: NPC41958
• ChEMBL: CHEMBL619
• LOTUS: LTS0091495
• wikiData: Q27888118