Thymine

Details

• Internal ID: 14537e77-994f-4f23-923a-f41982090150
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Hydroxypyrimidines
• IUPAC Name: 5-methyl-1H-pyrimidine-2,4-dione
• SMILES (Canonical): CC1=CNC(=O)NC1=O
• SMILES (Isomeric): CC1=CNC(=O)NC1=O
• InChI: InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)
• InChI Key: RWQNBRDOKXIBIV-UHFFFAOYSA-N
• Popularity: 25,152 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 126.11 g/mol
• Exact Mass: 126.042927438 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.63
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 5-methyluracil
• 65-71-4
• 2,4-Dihydroxy-5-methylpyrimidine
• Thymin
• 5-methylpyrimidine-2,4(1H,3H)-dione
• Thymine anhydrate
• 2,4(1H,3H)-Pyrimidinedione, 5-methyl-
• Thymin (purine base)
• 5-methyl-2,4(1H,3H)-pyrimidinedione
• 5-Methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• 5-methyl-1H-pyrimidine-2,4-dione
• 5-Methyl Uracil
• CCRIS 5584
• CHEBI:17821
• Thymine-t
• UNII-QR26YLT7LT
• QR26YLT7LT
• AI3-25479
• NSC14705
• EINECS 200-616-1
• NSC 14705
• 5-methylpyrimidine-2,4-diol
• Thymine (VAN)
• 5-Methylpyrimidine-2,4-dione
• (3H)Methylthymidine
• Methyl-3H thymidine
• Thymine (8CI)
• 4-Hydroxy-5-methylpyrimidin-2(1H)-one
• Zidovudine Impurity C
• DTXSID4052342
• Thymine-methyl-d3-6-d
• MFCD00006026
• NSC-14705
• CHEMBL993
• 5-METHYLPYRIMIDINE-2,4(1H,3H)-DIONE (THYMINE)
• THYMINE-13C1
• DTXCID4030914
• 5-Methyl-2,4-dihydroxypyrimidine
• NSC-168663
• 123430-67-1
• 153445-43-3
• Thy
• 3059-73-2
• THYMINE (USP IMPURITY)
• THYMINE [USP IMPURITY]
• 2,4(1H,3H)-Pyrimidinedione, 5-methyl-, labeled with tritium
• 5 Methyluracil
• 2792-47-4
• ZIDOVUDINE IMPURITY C (EP IMPURITY)
• ZIDOVUDINE IMPURITY C [EP IMPURITY]
• 5-methy uracil(Thymine)
• 5-methyl-uracil
• Thymine,(S)
• THYMINE [INCI]
• Thymine, >=99%
• THYMINE [MI]
• Zidovudine EP Impurity C
• THYMINE [WHO-DD]
• STAVUINE IMPURITY A
• D0F4KL
• Epitope ID:167476
• SCHEMBL5235
• 2,4(1H,3H)-Pyrimidinedione, 5-methyl- (9CI)
• 4(1H)-Pyrimidinone, 2-hydroxy-5-methyl- (9CI)
• 4(3H)-Pyrimidinone, 2-hydroxy-5-methyl- (9CI)
• 5-Methyl-2,4-dioxypyrimidine
• 5-Methylpyrimidine-2 4-dione
• 2.6-Dioxy-5-methyl-pyrimidin
• GTPL4581
• SCHEMBL15496760
• SCHEMBL16356870
• 24-Dihydroxy-5-methylpyrimidine
• 5-Methyl-2 4-dihydroxypyrimidine
• WLN: T6N CNJ BQ DQ E1
• BCP22973
• 2,3H)-Pyrimidinedione, 5-methyl-
• Tox21_303929
• BDBM50134397
• s9382
• STL280241
• STL477641
• STAVUINE IMPURITY A [WHO-IP]
• AKOS000120923
• AKOS002337369
• AC-7756
• AM81332
• CCG-266101
• CS-O-10836
• CS-W011166
• DB03462
• HY-W010450
• NSC 168663
• SB57778
• ZIDOVUDINE IMPURITY C [WHO-IP]
• 5-Methyl-2 4(1H 3H)-pyrimidinedione
• CAS-65-71-4
• CID 5274265
• Timina,2,4-dihidroxi-5-metilpiramidina
• 4-hidroxi-5-metilpirimidin-2 (1H)-ona
• NCGC00357169-01
• SY014896
• Thymine, Vetec(TM) reagent grade, 99%
• 5-Metil-2, 4 (1H, 3H)-pirimidinediona
• LS-153797
• 2,4 (1h, 3h)-pirimidinadiona, 5-metil-
• FT-0602550
• FT-0675207
• FT-0771534
• T0234
• EN300-21969
• C00178
• T-3845
• Thymine, suitable for cell culture, BioReagent
• 5-metil-1,2,3,4-tetrahidropirimidina-2,4-diona
• A835203
• Q171973
• SR-01000945223
• 5-Methyl-1 2 3 4-tetrahydropyrimidine-2 4-dione
• SR-01000945223-1
• 036B9F1D-9B61-4CED-967C-BF1DA180E5C2
• F0001-1753
• Z147641104
• InChI=1/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.9305	93.05%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7684	76.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9689	96.89%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9065	90.65%
P-glycoprotein inhibitior	-	0.9804	98.04%
P-glycoprotein substrate	-	0.9834	98.34%
CYP3A4 substrate	-	0.7312	73.12%
CYP2C9 substrate	-	0.8116	81.16%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.9653	96.53%
CYP2C9 inhibition	-	0.9773	97.73%
CYP2C19 inhibition	-	0.9824	98.24%
CYP2D6 inhibition	-	0.9786	97.86%
CYP1A2 inhibition	-	0.6534	65.34%
CYP2C8 inhibition	-	0.9951	99.51%
CYP inhibitory promiscuity	-	0.9922	99.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.9848	98.48%
Eye irritation	+	0.9324	93.24%
Skin irritation	-	0.8865	88.65%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7202	72.02%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8866	88.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4888	48.88%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	-	0.9693	96.93%
Androgen receptor binding	-	0.9242	92.42%
Thyroid receptor binding	-	0.8418	84.18%
Glucocorticoid receptor binding	-	0.9617	96.17%
Aromatase binding	-	0.8916	89.16%
PPAR gamma	-	0.9223	92.23%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.8820	88.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	88.64%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.74%	93.03%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%

Plants that contains it

• Crocus sativus
• Eleutherococcus giraldii
• Huperzia serrata
• Pancratium maritimum
• Viscum coloratum
• Xanthium strumarium

Cross-Links

• PubChem: 1135
• NPASS: NPC163105
• LOTUS: LTS0084111
• wikiData: Q171973