Kinetin Chemical Properties

Melting point:

269-271 °C (dec.)(lit.)

Boiling point:

355.49°C (rough estimate)

Density 

1.2639 (rough estimate)

bulk density

360kg/m3

refractive index 

1.7610 (estimate)

Flash point:

269-271°C

storage temp. 

-70°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

Merck 

14,5311

Specific Activity

≥1800units/μg protein

BRN 

21703

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

Kinetin (525-79-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

68-36/37/38

Safety Statements 

23-24/25-22-36/37/39-27-26

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

MSDS

• Language:English Provider:6-Furfurylaminopurine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Kinetin Usage And Synthesis

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.

Description

Kinetin is a cytokinin plant growth regulator with diverse biological activities. Kinetin (0.23 μM) increases p34^cdc2-like histone H1 kinase activity, the number of cells in mitosis, and total cell number in arrested N. plumbaginifolia cells. It increases GSH levels and activity of glutathione peroxidase and glutathione reductase, but reduces thiobarbituric acid reactive substances (TBARS) levels, in human skin fibroblasts when used at a concentration of 10 μM. Kinetin (40 μM) reduces age-related enlargement, multinucleation, and accumulation of cellular debris in human mammary skin fibroblasts without affecting proliferative lifespan.

Chemical Properties

White Solid

Originator

Senetek (UK)

Uses

Kinetin acts as plant growth accelerator, auxin, plant growth regulator, plant cell division promotor. It also acts as cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures.

Uses

A cell division factor found in various plant parts and in yeast. A plant growth regulator. Augments growth of microbial cultures

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.

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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