| Identification | More | [Name]
Adenine | [CAS]
73-24-5 | [Synonyms]
1,6-DIHYDRO-6-IMINOPURINE
1H-PURIN-6-AMINE
1H-Purin-6-amine phosphate
6-AMINO-1H-PURINE
6-AMINOPURINE
7H-PURIN-6-AMINE
9H-PURIN-6-YLAMINE
ADENINE
AKOS NCG1-0070
AURORA KA-681
LABOTEST-BB LT00012671
VITAMIN B4
1,6-dihydro-6-imino-9h-purin
1H-Purine, 6-amino-
1h-purine,6-amino
1H-Purine-6-amine
3,6-Dihydro-6-iminopurine
6-Amino-3H-purine
6-Amino-7H-purine
6-Amino-9H-purine | [EINECS(EC#)]
200-796-1 | [Molecular Formula]
C5H5N5 | [MDL Number]
MFCD00041790 | [Molecular Weight]
135.13 | [MOL File]
73-24-5.mol |
| Chemical Properties | Back Directory | [Description]
adenine is one of the purine nitrogenous bases that composes DNA and RNA; composed of two carbon–nitrogen rings. Adenine bonds with thymine in DNA and with uracil in RNA (see base pairing rule); it is also a major component of other molecules such as adenosine triphosphate. | [Appearance]
White to almost white crystalline powder | [Melting point ]
>360 °C (lit.) | [Boiling point ]
238.81°C (rough estimate) | [density ]
1.3795 (rough estimate) | [refractive index ]
1.7000 (estimate) | [Fp ]
220°C | [storage temp. ]
Store at RT. | [solubility ]
0.5 M HCl: soluble20mg/mL, Grade III, colorless to faint yellow or tan | [form ]
Liquid or Solid | [pka]
4.12(at 25℃) | [color ]
Clear colorless to light yellow | [Odor]
Odorless | [PH Range]
7 | [Stability:]
Stable. Moisture-sensitive. Incompatible with strong oxidizing agents. | [Water Solubility ]
0.5 g/L (20 ºC) | [Merck ]
14,152 | [Sublimation ]
220 ºC | [BRN ]
5777 | [InChIKey]
GFFGJBXGBJISGV-UHFFFAOYSA-N | [LogP]
-0.090 | [CAS DataBase Reference]
73-24-5(CAS DataBase Reference) | [NIST Chemistry Reference]
Adenine(73-24-5) | [EPA Substance Registry System]
73-24-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
AU6125000
| [F ]
8-10-23 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29389000 | [Safety Profile]
Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx,. | [Toxicity]
LD50 orally in rats: 745 mg/kg (Philips) |
| Hazard Information | Back Directory | [Chemical Properties]
Adenine is a prominent member of the family of naturally occurring purines. Adenine occurs not only in ribonucleic acids (RNA), and deoxyribonucleic acids (DNA), but in nucleosides, such as adenosine, and nucleotides, such as adenylic acid, which may be linked with enzymatic functions quite apart from nucleic acids. Adenine, in the form of its ribonucleotide, is produced in mammals and fowls endogenously from smaller molecules and no nutritional essentiality is ascribed to it. In the nucleosides, nucleotides, and nucleic acids, the attachment or the sugar moiety is at position 9.
The purines and pyrimidines absorb ultraviolet light readily, with absorption peaks at characteristic frequencies. This has aided in their identification and quantitative determination. | [Chemical Properties]
White to almost white crystalline powder | [Physical properties]
Adenine is a white crystalline substance that is an important biological compound found in deoxyribonucleic acid (DNA), ribonucleic acid (RNA), and adenosine triphosphate (ATP). It was once commonly referred to as vitamin B4 but is no longer considered a vitamin. Adenine is derived from purine. Purine is a heterocyclic compound. | [History]
Adenine is one of the two purines found in DNA and RNA. The other is guanine. Adenine and guanine are called bases in reference to DNA and RNA. A nucleic acid base attached to ribose forms a ribonucleoside. Adenine combined with ribose produces the nucleoside adenosine. | [Uses]
A purine nucleobase and a component of DNA
| [Uses]
enteric coating | [Uses]
local antiseptic | [Uses]
Vitamin B4 | [Uses]
Widespread throughout animal and plant tissues combined with niacinamide, d-ribose, and phosphoric acids; a constituent of nucleic acids and coenzymes, such as codehydrase I and II, adenylic acid, coa
laninedehydrase. It is used in microbial determination of niacin; in research on heredity, virus diseases, and cancer. | [Application]
Widespread throughout animal and plant tissues combined with niacinamide, d-ribose, and phosphoric acids; a constituent of nucleic acids and coenzymes, such as codehydrase I and II, adenylic acid, coa laninedehydrase. It is used in microbial determination of niacin; in research on heredity, virus diseases, and cancer. | [Definition]
A nitrogenous
base found in DNA and RNA. It
is also a constituent of certain coenzymes
and when combined with the sugar ribose
it forms the nucleoside adenosine found in
AMP, ADP, and ATP. Adenine has a
purine ring structure. | [Definition]
adenine: A purine derivative. It isone of the major component bases ofnucleotides and the nucleic acidsDNA and RNA. | [Definition]
ChEBI: The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 88, p. 3829, 1966 DOI: 10.1021/ja00968a028 | [General Description]
Adenine is a purine nucleobase. It is part of DNA, and RNA. Adenine is also a component of cofactors (NAD, FAD) and signaling molecules (cAMP). | [Biochem/physiol Actions]
Adenine is essential for many in vivo and in vitro biochemical processes. Adenine is converted to adenosine with ribose. On phosphorylation, it forms AMP, ADP and ATP. ATP is the energy currency of the cell and is required during cellular metabolism. Adenine is metabolized to is 2,8-dihydroxyadenine, which on accumulation in proximal tubules leads to the induction of chronic kidney disease (CKD) with severe anemia in rats. Adenine based derivatives elicit antiviral functionality against dsDNA viruses and are exploited for generating antiviral scaffolds. | [storage]
Store at -20°C | [Purification Methods]
Crystallise adenine from distilled water. [Beilstein 26 III/IV 3561.] |
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