| Identification | More | [Name]
Kinetin | [CAS]
525-79-1 | [Synonyms]
6-FURFURYLAMINOPURINE
AURORA 2450
FURFURYLADENINE
FURFURYLAMINOPURINE, 6-
KINETIN
KINETINE
N-(2-FURANYLMETHYL)-1H-PURIN-6-AMINE
N6-FURFURYLADENINE
PURINE
QUINETINE
6-furfuryladenine
cytokinin
cytokinin(askinetin)
fap
kinetin(planthormone)
n-(2-furanylmethyl)-1h-purin-6-amin
n(sup6)-(furfurylamino)purine
n(sup6)-furfuryladenine
n-furfuryl-adenin
n-furfuryladenine | [EINECS(EC#)]
208-382-2 | [Molecular Formula]
C10H9N5O | [MDL Number]
MFCD00075757 | [Molecular Weight]
215.21 | [MOL File]
525-79-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
269-271 °C (dec.)(lit.)
| [Boiling point ]
355.49°C (rough estimate) | [bulk density]
360kg/m3 | [density ]
1.2639 (rough estimate) | [refractive index ]
1.7610 (estimate) | [Fp ]
269-271°C | [storage temp. ]
−20°C
| [solubility ]
H2O: soluble
| [form ]
crystalline
| [pka]
pKa1 2.7; pKa2 9.9(at 25℃) | [color ]
white
| [PH]
5.5-6.5 (20°C, 10g/L in H2O, filtered suspension) | [Water Solubility ]
Soluble in water (<1 mg/ml) at 25°C, Acetic acid (49.00-51.00 mg/ml), DMSO (43 mg/ml) at 25°C, ethanol (<1 mg/ml) at 25°C, 0.1 N Sodium hydroxide (1% w/v), methanol (slightly), and dilute aqueous hydrochloric acid or sodium hydroxide (freely). | [Decomposition ]
269-271 ºC | [Usage]
A cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures | [Merck ]
14,5311 | [BRN ]
21703 | [Specific Activity]
≥1800units/μg protein | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChIKey]
QANMHLXAZMSUEX-UHFFFAOYSA-N | [LogP]
1.200 (est) | [CAS DataBase Reference]
525-79-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Kinetin(525-79-1) | [EPA Substance Registry System]
525-79-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R68:Possible risk of irreversible effects.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
AU6270000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29349990 | [Hazardous Substances Data]
525-79-1(Hazardous Substances Data) | [Toxicity]
LD50 intraperitoneal in mouse: 450mg/kg |
| Hazard Information | Back Directory | [Description]
Kinetin (or Vivakin) was introduced as Kinerase in the US as a new
ingredient for the treatment of age related photodamage of skin. This 6-
furfurylaminopurine is a synthetic cytokinin, a family of plant growth factors, and
was shown to be a highly potent growth factor. In vitro, it was able to delay or
prevent the onset of age-related changes in skin cells without affecting cellular
lifespan. In a double-blind clinical trial, Kinetin (0.005%) partially reversed the
clinical signs of photodamaged skin and demonstrated a good safety profile.
It could have potential in psoriasis as well as in other proliferative skin disorders. | [Chemical Properties]
White Solid | [Originator]
Senetek (UK) | [Uses]
A cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures | [Uses]
auxin, plant growth regulator, plant cell division promotor | [Uses]
Plant growth accelerator | [Uses]
Plant growth regulator. To augment growth of microbial cultures: BE 632589 (1963 to Hoechst). | [Definition]
ChEBI: Kinetin is a member of the class of 6-aminopurines that is adenine carrying a (furan-2-ylmethyl) substituent at the exocyclic amino group. It has a role as a geroprotector and a cytokinin. It is a member of furans and a member of 6-aminopurines. | [Brand name]
Kinerase | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 21, p. 1276, 1956 DOI: 10.1021/jo01117a016 | [General Description]
Kinetin is an artificial?cytokinin, obtained from herring sperm. It is named due to its ability to stimulate cell division. | [Biochem/physiol Actions]
FAPα has in vitro dipeptidyl peptidase activity and collagenolytic activity. It cleaves N-terminal dipeptides from polypeptides and can degrade gelatin and type I collagen. It has also been reported that FAPa has a tumor suppressor activity. | [storage]
Store at-20°C | [Purification Methods]
It forms platelets from EtOH and sublimes at 220o, but is best done at lower temperatures in a good vacuum. It has been extracted from neutral aqueous solutions with Et2O. [Miller et al J Am Chem Soc 78 1375 1956, Bullock et al. J Am Chem Soc 78 3693 1956, Beilstein 26 III/IV 3586.] | [References]
[1] TORREY J G. Kinetin as trigger for mitosis in mature endomitotic plant cells[J]. Experimental cell research, 1961, 23 2: Pages 281-299. DOI: 10.1016/0014-4827(61)90038-6
[2] ABDULSALAM REDHWAN F ? Arda Acemi. Effects of plant growth regulators on in vitro seed germination, organ development and callogenesis in Pancratium maritimum L.[J]. Plant Cell, Tissue and Organ Culture (PCTOC), 2023, 184 2 1: 97-110. DOI: 10.1007/s11240-023-02514-6
[3] A. JAB?O?SKA-TRYPU? R C M Matejczyk. N6-benzyladenine and kinetin influence antioxidative stress parameters in human skin fibroblasts[J]. Molecular and Cellular Biochemistry, 2016, 413 1: 97-107. DOI: 10.1007/s11010-015-2642-5
[4] THIAGO MORENO L SOUZA. Preclinical development of kinetin as a safe error-prone SARS-CoV-2 antiviral able to attenuate virus-induced inflammation.[J]. Nature Communications, 2023, 14 1: 199. DOI: 10.1038/s41467-023-35928-z |
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