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[(1S,3R,6R,7R,10R,11S,14S,15R,16R)-14-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,11-dimethyl-6-(5-oxooxolan-3-yl)-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-15-yl] acetate

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 76f86971-c8df-4977-b8a9-d42fe263da9a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name [(1S,3R,6R,7R,10R,11S,14S,15R,16R)-14-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,11-dimethyl-6-(5-oxooxolan-3-yl)-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-15-yl] acetate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C(C2OC(=O)C)CCC45C3CCC6(C4(O5)CCC6C7CC(=O)OC7)C)C)OC)OC8C(C(C(C(O8)COC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H](C[C@H](O1)O[C@H]2CC[C@]3([C@H]([C@H]2OC(=O)C)CC[C@]45[C@@H]3CC[C@]6([C@]4(O5)CC[C@@H]6C7CC(=O)OC7)C)C)OC)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C50H78O24/c1-20-42(73-46-41(62)38(59)35(56)29(72-46)19-66-45-40(61)37(58)34(55)28(71-45)18-65-44-39(60)36(57)33(54)27(16-51)70-44)26(63-5)15-32(67-20)69-25-8-10-47(3)24(43(25)68-21(2)52)6-12-49-30(47)9-11-48(4)23(7-13-50(48,49)74-49)22-14-31(53)64-17-22/h20,22-30,32-46,51,54-62H,6-19H2,1-5H3/t20-,22?,23-,24+,25+,26-,27-,28-,29-,30-,32-,33-,34-,35-,36+,37+,38+,39-,40-,41-,42-,43-,44-,45-,46+,47+,48-,49+,50-/m1/s1
InChI Key ULILNPIICFCCHQ-ZMHWCCMQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H78O24
Molecular Weight 1063.10 g/mol
Exact Mass 1062.48830335 g/mol
Topological Polar Surface Area (TPSA) 351.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -2.61
H-Bond Acceptor 24
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,6R,7R,10R,11S,14S,15R,16R)-14-[(2R,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-7,11-dimethyl-6-(5-oxooxolan-3-yl)-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-15-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5526 55.26%
Caco-2 - 0.8769 87.69%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7455 74.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8098 80.98%
OATP1B3 inhibitior + 0.9586 95.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9335 93.35%
P-glycoprotein inhibitior + 0.7485 74.85%
P-glycoprotein substrate + 0.6503 65.03%
CYP3A4 substrate + 0.7513 75.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8831 88.31%
CYP3A4 inhibition - 0.8258 82.58%
CYP2C9 inhibition - 0.8127 81.27%
CYP2C19 inhibition - 0.8178 81.78%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.8834 88.34%
CYP2C8 inhibition + 0.6629 66.29%
CYP inhibitory promiscuity - 0.9466 94.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6610 66.10%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9028 90.28%
Skin irritation - 0.7308 73.08%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8108 81.08%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6973 69.73%
skin sensitisation - 0.9137 91.37%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6634 66.34%
Acute Oral Toxicity (c) I 0.6001 60.01%
Estrogen receptor binding + 0.8484 84.84%
Androgen receptor binding + 0.7544 75.44%
Thyroid receptor binding + 0.5533 55.33%
Glucocorticoid receptor binding + 0.7456 74.56%
Aromatase binding + 0.6787 67.87%
PPAR gamma + 0.8242 82.42%
Honey bee toxicity - 0.5874 58.74%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8846 88.46%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.85% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.43% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 92.68% 92.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.17% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.99% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.26% 89.00%
CHEMBL1871 P10275 Androgen Receptor 91.05% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 90.98% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.64% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.58% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.20% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.71% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.60% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.03% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.31% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.06% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.98% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.12% 97.14%
CHEMBL5028 O14672 ADAM10 84.01% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.64% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.45% 98.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.70% 97.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.02% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.86% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.82% 97.36%
CHEMBL340 P08684 Cytochrome P450 3A4 81.61% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.50% 94.33%
CHEMBL1075317 P61964 WD repeat-containing protein 5 81.28% 96.33%

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.
Parepigynum funingense

Cross-Links

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PubChem 101725703
LOTUS LTS0139902
wikiData Q105275161