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[(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-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 9231b65f-e89c-411b-b671-0ea9e565cc59
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)O)C)OC(=O)C9=CN=CC=C9)C)C)C)C)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)([C@H](C)O)O)C)OC(=O)C9=CN=CC=C9)C)C)C)C)OC)O
InChI InChI=1S/C55H85NO19/c1-28-46(58)36(63-8)22-43(67-28)73-48-30(3)69-45(24-38(48)65-10)75-49-31(4)70-44(25-39(49)66-11)74-47-29(2)68-42(23-37(47)64-9)71-35-15-16-51(6)34(21-35)14-17-54(61)40(51)26-41(72-50(59)33-13-12-20-56-27-33)52(7)53(60,32(5)57)18-19-55(52,54)62/h12-14,20,27-32,35-49,57-58,60-62H,15-19,21-26H2,1-11H3/t28-,29+,30+,31+,32-,35-,36+,37-,38+,39-,40+,41+,42-,43-,44-,45-,46-,47+,48+,49+,51-,52+,53+,54-,55+/m0/s1
InChI Key YBFGDGCZRWEQNH-QGQCIADKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H85NO19
Molecular Weight 1064.30 g/mol
Exact Mass 1063.57157948 g/mol
Topological Polar Surface Area (TPSA) 251.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 4.02
H-Bond Acceptor 20
H-Bond Donor 5
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1S)-1-hydroxyethyl]-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9213 92.13%
Caco-2 - 0.8637 86.37%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5680 56.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8544 85.44%
OATP1B3 inhibitior + 0.9210 92.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.9695 96.95%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate + 0.7459 74.59%
CYP3A4 substrate + 0.7254 72.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.8961 89.61%
CYP2C9 inhibition - 0.8889 88.89%
CYP2C19 inhibition - 0.8724 87.24%
CYP2D6 inhibition - 0.9237 92.37%
CYP1A2 inhibition - 0.6551 65.51%
CYP2C8 inhibition + 0.7546 75.46%
CYP inhibitory promiscuity - 0.8529 85.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5043 50.43%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.6357 63.57%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7888 78.88%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5301 53.01%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.9445 94.45%
Acute Oral Toxicity (c) II 0.3703 37.03%
Estrogen receptor binding + 0.7694 76.94%
Androgen receptor binding + 0.7589 75.89%
Thyroid receptor binding + 0.6757 67.57%
Glucocorticoid receptor binding + 0.7822 78.22%
Aromatase binding + 0.6477 64.77%
PPAR gamma + 0.8203 82.03%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9046 90.46%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.27% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.86% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 94.44% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.11% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.77% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.76% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 91.35% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.39% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.93% 97.79%
CHEMBL226 P30542 Adenosine A1 receptor 89.83% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.72% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 89.67% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.04% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.75% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.96% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.34% 97.09%
CHEMBL2535 P11166 Glucose transporter 86.73% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.46% 94.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.33% 97.53%
CHEMBL4040 P28482 MAP kinase ERK2 85.90% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.76% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.45% 83.00%
CHEMBL4208 P20618 Proteasome component C5 85.44% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.26% 97.14%
CHEMBL5028 O14672 ADAM10 85.04% 97.50%
CHEMBL255 P29275 Adenosine A2b receptor 84.13% 98.59%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.13% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.65% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.30% 94.08%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.06% 95.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.82% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.57% 92.62%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 80.24% 98.46%

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.
Orthosia guilleminiana

Cross-Links

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PubChem 15250802
LOTUS LTS0258600
wikiData Q105137011