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methyl (2R,3R,4aR,5R,6R)-2-(6-aminopurin-9-yl)-4a,6-dihydroxy-5-[(E)-1-hydroxy-2-methylbut-2-enoxy]-3-methoxy-2,3,3a,5,6,7,8,8a,9,9a-decahydrofuro[3,2-b]chromene-7-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID e831cc2e-4a41-4ff2-b324-74682f0889eb
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
IUPAC Name methyl (2R,3R,4aR,5R,6R)-2-(6-aminopurin-9-yl)-4a,6-dihydroxy-5-[(E)-1-hydroxy-2-methylbut-2-enoxy]-3-methoxy-2,3,3a,5,6,7,8,8a,9,9a-decahydrofuro[3,2-b]chromene-7-carboxylate
SMILES (Canonical) CC=C(C)C(O)OC1C(C(CC2C1(OC3C(C2)OC(C3OC)N4C=NC5=C(N=CN=C54)N)O)C(=O)OC)O
SMILES (Isomeric) C/C=C(\C)/C(O)O[C@@H]1[C@@H](C(CC2[C@]1(OC3[C@H]([C@@H](OC3C2)N4C=NC5=C(N=CN=C54)N)OC)O)C(=O)OC)O
InChI InChI=1S/C24H33N5O9/c1-5-10(2)22(31)37-18-15(30)12(23(32)35-4)6-11-7-13-16(38-24(11,18)33)17(34-3)21(36-13)29-9-28-14-19(25)26-8-27-20(14)29/h5,8-9,11-13,15-18,21-22,30-31,33H,6-7H2,1-4H3,(H2,25,26,27)/b10-5+/t11?,12?,13?,15-,16?,17-,18-,21-,22?,24-/m1/s1
InChI Key ZAGWHOBTRSHFFK-UCOHZPSBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H33N5O9
Molecular Weight 535.50 g/mol
Exact Mass 535.22782765 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.36
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R,3R,4aR,5R,6R)-2-(6-aminopurin-9-yl)-4a,6-dihydroxy-5-[(E)-1-hydroxy-2-methylbut-2-enoxy]-3-methoxy-2,3,3a,5,6,7,8,8a,9,9a-decahydrofuro[3,2-b]chromene-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8365 83.65%
Caco-2 - 0.8286 82.86%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Plasma membrane 0.3527 35.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8966 89.66%
OATP1B3 inhibitior + 0.9345 93.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8529 85.29%
P-glycoprotein inhibitior - 0.4395 43.95%
P-glycoprotein substrate + 0.7082 70.82%
CYP3A4 substrate + 0.6688 66.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.7761 77.61%
CYP2C9 inhibition - 0.7176 71.76%
CYP2C19 inhibition - 0.7145 71.45%
CYP2D6 inhibition - 0.8866 88.66%
CYP1A2 inhibition - 0.8190 81.90%
CYP2C8 inhibition + 0.5952 59.52%
CYP inhibitory promiscuity - 0.6965 69.65%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4473 44.73%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.7807 78.07%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.5778 57.78%
Human Ether-a-go-go-Related Gene inhibition - 0.4432 44.32%
Micronuclear + 0.9200 92.00%
Hepatotoxicity + 0.5390 53.90%
skin sensitisation - 0.8644 86.44%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8173 81.73%
Acute Oral Toxicity (c) III 0.5909 59.09%
Estrogen receptor binding + 0.8085 80.85%
Androgen receptor binding + 0.6512 65.12%
Thyroid receptor binding + 0.7049 70.49%
Glucocorticoid receptor binding + 0.6774 67.74%
Aromatase binding + 0.7450 74.50%
PPAR gamma + 0.5778 57.78%
Honey bee toxicity - 0.7224 72.24%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.6540 65.40%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.45% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.85% 85.14%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 93.86% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 93.09% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.79% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.80% 95.89%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 89.23% 95.48%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.99% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.79% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.03% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.32% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.80% 94.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.87% 91.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.85% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.70% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.72% 95.56%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 83.94% 88.00%
CHEMBL2535 P11166 Glucose transporter 83.87% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.20% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 82.27% 94.73%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.21% 80.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.14% 99.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.11% 97.53%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.91% 91.38%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.57% 89.34%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.12% 94.08%
CHEMBL4208 P20618 Proteasome component C5 81.07% 90.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.71% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 163191375
LOTUS LTS0267101
wikiData Q105369869