Raphanatin

Details

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Internal ID ff1a803d-3e97-4401-855c-b7cdfeba391a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[6-[[(E)-4-hydroxy-3-methylbut-2-enyl]amino]purin-7-yl]oxane-3,4,5-triol
SMILES (Canonical) CC(=CCNC1=NC=NC2=C1N(C=N2)C3C(C(C(C(O3)CO)O)O)O)CO
SMILES (Isomeric) C/C(=C\CNC1=NC=NC2=C1N(C=N2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/CO
InChI InChI=1S/C16H23N5O6/c1-8(4-22)2-3-17-14-10-15(19-6-18-14)20-7-21(10)16-13(26)12(25)11(24)9(5-23)27-16/h2,6-7,9,11-13,16,22-26H,3-5H2,1H3,(H,17,18,19)/b8-2+/t9-,11-,12+,13-,16-/m1/s1
InChI Key HTDHRCLVWUEXIS-HNVSNYHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H23N5O6
Molecular Weight 381.38 g/mol
Exact Mass 381.16483347 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.85
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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38165-56-9
7-beta-D-Glucopyranosylzeatin
trans-Zeatin-7-glucoside
trans-Zeatin-7-beta-D-glucoside
2-Buten-1-ol, 4-((7-beta-D-glucopyranosyl-7H-purin-6-yl)amino)-2-methyl-, (E)-
(2R,3R,4S,5S,6R)-2-(6-(((E)-4-hydroxy-3-methylbut-2-en-1-yl)amino)-7H-purin-7-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
cis-zeatin-7-N-glucoside
Zeatin 7-glucoside
CHEBI:80494
DTXSID201315951
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Raphanatin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9154 91.54%
Caco-2 - 0.8883 88.83%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Plasma membrane 0.4162 41.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9040 90.40%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.7658 76.58%
P-glycoprotein inhibitior - 0.8257 82.57%
P-glycoprotein substrate - 0.7650 76.50%
CYP3A4 substrate + 0.5540 55.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8682 86.82%
CYP3A4 inhibition - 0.9716 97.16%
CYP2C9 inhibition - 0.8832 88.32%
CYP2C19 inhibition - 0.8769 87.69%
CYP2D6 inhibition - 0.9242 92.42%
CYP1A2 inhibition - 0.8250 82.50%
CYP2C8 inhibition - 0.7535 75.35%
CYP inhibitory promiscuity - 0.8591 85.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5799 57.99%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9782 97.82%
Skin irritation - 0.7526 75.26%
Skin corrosion - 0.9274 92.74%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5964 59.64%
Micronuclear + 0.9700 97.00%
Hepatotoxicity - 0.6653 66.53%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7164 71.64%
Acute Oral Toxicity (c) III 0.4476 44.76%
Estrogen receptor binding + 0.5636 56.36%
Androgen receptor binding + 0.5850 58.50%
Thyroid receptor binding + 0.5857 58.57%
Glucocorticoid receptor binding + 0.5613 56.13%
Aromatase binding + 0.7877 78.77%
PPAR gamma - 0.5588 55.88%
Honey bee toxicity - 0.8247 82.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.8100 81.00%
Fish aquatic toxicity + 0.8520 85.20%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3589 P55263 Adenosine kinase 98.10% 98.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 94.34% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.34% 91.11%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.63% 95.83%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 88.01% 80.33%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.59% 93.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.50% 99.17%
CHEMBL2581 P07339 Cathepsin D 86.26% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.56% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.67% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.64% 96.90%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.91% 88.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.55% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.28% 90.17%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 80.11% 100.00%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.04% 96.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.00% 94.00%

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.
Arabidopsis thaliana

Cross-Links

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PubChem 6450275
LOTUS LTS0037517
wikiData Q27149546