Kinetin riboside

Details

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Internal ID 7ba4eeb1-d44b-47ab-b3f4-c1267cfec07d
Taxonomy Nucleosides, nucleotides, and analogues > Purine nucleosides
IUPAC Name (2R,3R,4S,5R)-2-[6-(furan-2-ylmethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
SMILES (Canonical) C1=COC(=C1)CNC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO)O)O
SMILES (Isomeric) C1=COC(=C1)CNC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O
InChI 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
Popularity 107 references in papers

Physical and Chemical Properties

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Molecular Formula C15H17N5O5
Molecular Weight 347.33 g/mol
Exact Mass 347.12296866 g/mol
Topological Polar Surface Area (TPSA) 139.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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4338-47-0
6-Furfurylaminopurine riboside
N6-Furfuryladenosine
Ribosylkinetin
CHEMBL411066
(2R,3R,4S,5R)-2-(6-((Furan-2-ylmethyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
NSC 120958
N-(2-Furanylmethyl)adenosine
N(sup 6)-Furfuryladenosine
EINECS 224-389-3
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Kinetin riboside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6664 66.64%
Caco-2 - 0.8749 87.49%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Nucleus 0.3494 34.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9485 94.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.8482 84.82%
P-glycoprotein inhibitior - 0.7694 76.94%
P-glycoprotein substrate - 0.7853 78.53%
CYP3A4 substrate + 0.5107 51.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8550 85.50%
CYP3A4 inhibition - 0.9716 97.16%
CYP2C9 inhibition - 0.9569 95.69%
CYP2C19 inhibition - 0.9516 95.16%
CYP2D6 inhibition - 0.9637 96.37%
CYP1A2 inhibition - 0.9538 95.38%
CYP2C8 inhibition - 0.7000 70.00%
CYP inhibitory promiscuity - 0.9286 92.86%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6380 63.80%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9852 98.52%
Skin irritation - 0.7399 73.99%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis + 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 1.0000 100.00%
Hepatotoxicity - 0.6684 66.84%
skin sensitisation - 0.8504 85.04%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8911 89.11%
Acute Oral Toxicity (c) II 0.4836 48.36%
Estrogen receptor binding + 0.8027 80.27%
Androgen receptor binding + 0.6316 63.16%
Thyroid receptor binding + 0.6419 64.19%
Glucocorticoid receptor binding - 0.4895 48.95%
Aromatase binding + 0.8929 89.29%
PPAR gamma + 0.6953 69.53%
Honey bee toxicity - 0.8918 89.18%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity - 0.8986 89.86%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL256 P0DMS8 Adenosine A3 receptor 22 nM
Ki
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3589 P55263 Adenosine kinase 98.51% 98.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.18% 95.93%
CHEMBL3038469 P24941 CDK2/Cyclin A 92.12% 91.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.94% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.85% 95.83%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 88.77% 80.33%
CHEMBL3401 O75469 Pregnane X receptor 87.52% 94.73%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 86.24% 100.00%
CHEMBL3979 Q03181 Peroxisome proliferator-activated receptor delta 84.79% 93.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 84.53% 93.10%
CHEMBL2581 P07339 Cathepsin D 83.71% 98.95%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.33% 89.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.88% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.30% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.42% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.03% 96.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Cocos nucifera

Cross-Links

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PubChem 20345
LOTUS LTS0146271
wikiData Q27166818