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[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2S,3R)-2-[(3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] hydrogen phosphate

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 bc4cb5a0-777c-4596-bc31-517a9c3b67d2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2S,3R)-2-[(3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] hydrogen phosphate
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CCC(C4)O)C)C)O)C(CCC(C)(C)O)OP(=O)(O)OCC5C(C(C(O5)N6C=NC7=C(N=CN=C76)N)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)[C@@H](CCC(C)(C)O)OP(=O)(O)OC[C@@H]5[C@H]([C@H]([C@@H](O5)N6C=NC7=C(N=CN=C76)N)O)O
InChI InChI=1S/C37H56N5O11P/c1-19(21-8-13-37(48)23-15-25(44)24-14-20(43)6-11-35(24,4)22(23)7-12-36(21,37)5)26(9-10-34(2,3)47)53-54(49,50)51-16-27-29(45)30(46)33(52-27)42-18-41-28-31(38)39-17-40-32(28)42/h15,17-22,24,26-27,29-30,33,43,45-48H,6-14,16H2,1-5H3,(H,49,50)(H2,38,39,40)/t19-,20-,21+,22-,24-,26+,27+,29+,30+,33+,35+,36+,37+/m0/s1
InChI Key UQJHEPIKTHIJFC-BSQDPGHISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56N5O11P
Molecular Weight 777.80 g/mol
Exact Mass 777.37139462 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 2.95
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2S,3R)-2-[(3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-6-methylheptan-3-yl] hydrogen phosphate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9540 95.40%
Caco-2 - 0.8630 86.30%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4513 45.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8438 84.38%
OATP1B3 inhibitior + 0.9331 93.31%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8561 85.61%
BSEP inhibitior + 0.7684 76.84%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.7569 75.69%
CYP3A4 substrate + 0.7313 73.13%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8729 87.29%
CYP3A4 inhibition - 0.7078 70.78%
CYP2C9 inhibition - 0.8068 80.68%
CYP2C19 inhibition - 0.7756 77.56%
CYP2D6 inhibition - 0.8648 86.48%
CYP1A2 inhibition - 0.7735 77.35%
CYP2C8 inhibition + 0.7152 71.52%
CYP inhibitory promiscuity - 0.8446 84.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.5058 50.58%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9098 90.98%
Skin irritation - 0.7579 75.79%
Skin corrosion - 0.9150 91.50%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4255 42.55%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5638 56.38%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9060 90.60%
Acute Oral Toxicity (c) III 0.5739 57.39%
Estrogen receptor binding + 0.8027 80.27%
Androgen receptor binding + 0.7606 76.06%
Thyroid receptor binding + 0.5317 53.17%
Glucocorticoid receptor binding + 0.7215 72.15%
Aromatase binding + 0.6959 69.59%
PPAR gamma + 0.7612 76.12%
Honey bee toxicity - 0.6932 69.32%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9897 98.97%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.24% 96.09%
CHEMBL3137261 O14744 PRMT5/MEP50 complex 97.41% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 97.19% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.29% 97.09%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 96.24% 80.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.10% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.02% 95.93%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.23% 89.34%
CHEMBL2581 P07339 Cathepsin D 92.74% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.49% 99.23%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 92.48% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.11% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 91.72% 94.78%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 91.29% 92.86%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.78% 91.03%
CHEMBL284 P27487 Dipeptidyl peptidase IV 90.31% 95.69%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.47% 89.00%
CHEMBL1871 P10275 Androgen Receptor 89.18% 96.43%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.70% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.34% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.19% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.17% 95.56%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 86.83% 96.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.65% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.33% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.93% 96.61%
CHEMBL4523377 Q86WV6 Stimulator of interferon genes protein 84.80% 95.48%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 83.99% 92.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.20% 93.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.75% 99.18%
CHEMBL1977 P11473 Vitamin D receptor 82.52% 99.43%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.49% 99.17%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.13% 96.90%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 82.03% 96.67%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.95% 95.17%
CHEMBL5957 P21589 5'-nucleotidase 81.63% 97.78%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.80% 98.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.54% 96.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.52% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 80.51% 93.18%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.41% 82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 21724360
LOTUS LTS0167689
wikiData Q105277283