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K3000

Sigma-Aldrich

Kinetin riboside

proapoptotic anitproliferative plant growth regulator

Synonym(s):

6-Furfurylaminopurine riboside, N6-(2-Furanyl­methyl)adenosine, N6-Furfuryladenosine

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About This Item

Empirical Formula (Hill Notation):
C15H17N5O5
CAS Number:
4338-47-0
Molecular Weight:
347.33
EC Number:
224-389-3
MDL number:
MFCD00037987
UNSPSC Code:
12352207
PubChem Substance ID:
24896224
NACRES:
NA.72

Assay

≥98% (HPLC)
≥98% (TLC)

form

powder

solubility

acetic acid: 49.00-51.00 mg/mL, clear, colorless to yellow

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NCc4ccco4)ncnc23

InChI

1S/C15H17N5O5/c21-5-9-11(22)12(23)15(25-9)20-7-19-10-13(17-6-18-14(10)20)16-4-8-2-1-3-24-8/h1-3,6-7,9,11-12,15,21-23H,4-5H2,(H,16,17,18)/t9-,11-,12-,15-/m1/s1

InChI key

CAGLGYNQQSIUGX-SDBHATRESA-N

Gene Information

rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

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General description

Kinetin riboside is a ribosylated form of kinetin. It is a natural cytokinin plant hormone.[1]

Application

Kinetin riboside may be used:
  • to study its cytotoxic effects on plant and animal tumor cells[2]
  • to investigate its apoptotic effects in both cancer and immortalized cells[3]
  • to elucidate its influence on human prostate cell epithelial-mesenchymal transition in vitro[1]

Biochem/physiol Actions

Kinetin riboside exhibits cytotoxic[2] and antiproliferative activities.[1] In addition, it also shows anticancer activity by inducing apoptosis in various types of cancers including myeloid leukemia cells, mouse melanoma B16F-10 cells, and plant tumor cells.[3]

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

K3000-250MG:
K3000-BULK:
K3000-100G-PW:
K3000-50MG:
K3000-100G:
K3000-VAR:
K3000-5G-PW:
K3000-5G:
K3000-1G:
K3000-100MG:
K3000-500MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000084948
13190701
117M4114V
076M4034V
099K4068

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Michael Webb et al.
Bioorganic & medicinal chemistry letters, 29(11), 1270-1277 (2019-04-08)
Mitochondrial dysfunction is a causative and/or exacerbating feature of many pathologies. We discuss below approaches to modulate mitochondrial dysfunction that involve (1) increasing their energetic efficiency by targeting gene expression regulators such as PPAR or AMPK, (2) using antioxidant compounds
Bo-Hwa Choi et al.
Cancer letters, 261(1), 37-45 (2007-12-29)
Here, we demonstrate that kinetin riboside (KR), a cytokinin analog, induces apoptosis in HeLa and mouse melanoma B16F-10 cells. KR disrupted the mitochondrial membrane potential and induced the release of cytochrome c and activation of caspase-3. Bad were upregulated while
Zhenfang Cheng et al.
Journal of separation science, 41(11), 2386-2392 (2018-02-24)
In this work, an easy, effective, and sensitive method based on graphene oxide@silica@magnetite composites as adsorbent of magnetic solid-phase extraction combined with liquid chromatography and tandem mass spectrometry, was established and validated for the trace analysis of cytokinins in different
Yuki Ishii et al.
Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research, 13(1), 19-26 (2002-01-22)
We examined the effects of various adenine analogues on the growth and differentiation of human myeloid leukemia HL-60 cells. Some of these analogues inhibit growth and induce nitroblue tetrazolium reducing activity in HL-60 cells. Cytokinins such as kinetin, isopentenyladenine, and
Dennison Trinh et al.
Journal of neurochemistry, 156(6), 715-752 (2021-02-23)
Mitochondria are essential for neuronal function. They produce ATP to meet energy demands, regulate homeostasis of ion levels such as calcium and regulate reactive oxygen species that cause oxidative cellular stress. Mitochondria have also been shown to regulate protein synthesis
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