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[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate

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 f23ad2e0-1311-49dd-969e-5ac718fb9a07
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-8,14,17-trihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CC(C5(C(CCC5(C4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C6=CC=CC=C6)C)O)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC)O)OC
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4C[C@H]([C@@]5([C@@](CC[C@@]5([C@@]4(CC=C3C2)O)O)(C(=O)C)O)C)OC(=O)C6=CC=CC=C6)C)O)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)O)OC
InChI InChI=1S/C60H90O24/c1-28-50(81-45-24-38(72-8)52(30(3)76-45)83-44-23-37(64)51(29(2)75-44)82-46-25-39(73-9)53(31(4)77-46)84-55-49(67)48(66)47(65)40(27-61)79-55)36(63)22-43(74-28)78-35-16-17-56(6)34(21-35)15-18-59(70)41(56)26-42(80-54(68)33-13-11-10-12-14-33)57(7)58(69,32(5)62)19-20-60(57,59)71/h10-15,28-31,35-53,55,61,63-67,69-71H,16-27H2,1-9H3/t28-,29-,30-,31-,35+,36+,37-,38-,39-,40-,41-,42-,43+,44+,45+,46+,47-,48+,49-,50-,51-,52-,53-,55+,56+,57-,58-,59+,60-/m1/s1
InChI Key KTANIPJEWSHFSC-YJPATYMKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H90O24
Molecular Weight 1195.30 g/mol
Exact Mass 1194.58220373 g/mol
Topological Polar Surface Area (TPSA) 336.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.35
H-Bond Acceptor 24
H-Bond Donor 9
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8556 85.56%
Caco-2 - 0.8626 86.26%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8348 83.48%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9693 96.93%
P-glycoprotein inhibitior + 0.7445 74.45%
P-glycoprotein substrate + 0.7312 73.12%
CYP3A4 substrate + 0.7472 74.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8878 88.78%
CYP3A4 inhibition - 0.7046 70.46%
CYP2C9 inhibition - 0.8976 89.76%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.7573 75.73%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8985 89.85%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.5540 55.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7719 77.19%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7223 72.23%
skin sensitisation - 0.9237 92.37%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8934 89.34%
Acute Oral Toxicity (c) I 0.5623 56.23%
Estrogen receptor binding + 0.7594 75.94%
Androgen receptor binding + 0.7655 76.55%
Thyroid receptor binding + 0.6787 67.87%
Glucocorticoid receptor binding + 0.8010 80.10%
Aromatase binding + 0.6736 67.36%
PPAR gamma + 0.8290 82.90%
Honey bee toxicity - 0.6263 62.63%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9677 96.77%

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 97.92% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.48% 86.33%
CHEMBL2581 P07339 Cathepsin D 95.85% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.79% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.20% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.60% 100.00%
CHEMBL5028 O14672 ADAM10 88.32% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.21% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.71% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.25% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.99% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.78% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 86.22% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.51% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.02% 91.07%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.83% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.10% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.58% 97.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.37% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.27% 83.00%
CHEMBL226 P30542 Adenosine A1 receptor 83.07% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.64% 94.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.25% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.86% 94.08%
CHEMBL5255 O00206 Toll-like receptor 4 80.82% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.60% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.39% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.32% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.01% 95.89%

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.
Anemone narcissiflora
Asclepias curassavica
Hyperbaena columbica
Viburnum lantanoides

Cross-Links

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PubChem 24865741
NPASS NPC206384