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[(3S,8S,9R,10R,12R,13R,14R,17S)-8,14,17-trihydroxy-17-[(1R)-1-hydroxyethyl]-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 c1228bd2-eab8-4268-b782-1d2579866212
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-[(1R)-1-hydroxyethyl]-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(C)O)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@@H](C)O)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/C60H92O24/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/h10-15,28-32,35-53,55,61-67,69-71H,16-27H2,1-9H3/t28-,29-,30-,31-,32-,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 SMIJXBQYVLCQKR-TZICTXHBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H92O24
Molecular Weight 1197.40 g/mol
Exact Mass 1196.59785380 g/mol
Topological Polar Surface Area (TPSA) 339.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.14
H-Bond Acceptor 24
H-Bond Donor 10
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,13R,14R,17S)-8,14,17-trihydroxy-17-[(1R)-1-hydroxyethyl]-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 + 0.8755 87.55%
Caco-2 - 0.8642 86.42%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7739 77.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8346 83.46%
OATP1B3 inhibitior + 0.8582 85.82%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9574 95.74%
P-glycoprotein inhibitior + 0.7447 74.47%
P-glycoprotein substrate + 0.7347 73.47%
CYP3A4 substrate + 0.7408 74.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8681 86.81%
CYP3A4 inhibition - 0.8507 85.07%
CYP2C9 inhibition - 0.9047 90.47%
CYP2C19 inhibition - 0.9079 90.79%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8717 87.17%
CYP2C8 inhibition + 0.7157 71.57%
CYP inhibitory promiscuity - 0.9246 92.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6164 61.64%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.5277 52.77%
Skin corrosion - 0.9470 94.70%
Ames mutagenesis - 0.5570 55.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8148 81.48%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6723 67.23%
skin sensitisation - 0.9141 91.41%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9406 94.06%
Acute Oral Toxicity (c) I 0.4590 45.90%
Estrogen receptor binding + 0.7657 76.57%
Androgen receptor binding + 0.7629 76.29%
Thyroid receptor binding + 0.6832 68.32%
Glucocorticoid receptor binding + 0.7909 79.09%
Aromatase binding + 0.6645 66.45%
PPAR gamma + 0.8293 82.93%
Honey bee toxicity - 0.6347 63.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9545 95.45%

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 98.38% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.94% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.46% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.19% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.37% 86.33%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.34% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.47% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.01% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.17% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.99% 97.14%
CHEMBL5028 O14672 ADAM10 89.52% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.42% 94.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.99% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.93% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.97% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.02% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.62% 99.23%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.34% 95.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.18% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.76% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 85.25% 95.93%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.03% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 84.93% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.84% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.66% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.40% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.38% 83.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.43% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.27% 92.62%

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 24865556
NPASS NPC19538