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[(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

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 ac1f10eb-a684-4385-a470-eedaf1f00276
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9R,10R,12R,13S,14R,17S)-17-acetyl-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H74O17/c1-12-23(2)41(51)62-33-22-32-43(7)15-14-29(19-28(43)13-16-46(32,53)47(54)18-17-45(52,27(6)48)44(33,47)8)61-34-20-30(55-9)38(25(4)58-34)63-35-21-31(56-10)39(26(5)59-35)64-42-37(50)40(57-11)36(49)24(3)60-42/h12-13,24-26,29-40,42,49-50,52-54H,14-22H2,1-11H3/b23-12+/t24-,25-,26-,29+,30+,31+,32-,33-,34+,35+,36-,37-,38-,39-,40+,42+,43+,44-,45-,46+,47-/m1/s1
InChI Key SEHLSTYBVDGWKM-NKBHIPPXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O17
Molecular Weight 911.10 g/mol
Exact Mass 910.49260089 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 12

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-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8916 89.16%
Caco-2 - 0.8703 87.03%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7413 74.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8519 85.19%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6874 68.74%
BSEP inhibitior + 0.9860 98.60%
P-glycoprotein inhibitior + 0.7532 75.32%
P-glycoprotein substrate + 0.7446 74.46%
CYP3A4 substrate + 0.7416 74.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9028 90.28%
CYP3A4 inhibition - 0.8774 87.74%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9239 92.39%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8810 88.10%
CYP2C8 inhibition + 0.6685 66.85%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5449 54.49%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9061 90.61%
Skin irritation + 0.5454 54.54%
Skin corrosion - 0.9191 91.91%
Ames mutagenesis - 0.7124 71.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7153 71.53%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6176 61.76%
skin sensitisation - 0.8738 87.38%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8372 83.72%
Acute Oral Toxicity (c) II 0.3208 32.08%
Estrogen receptor binding + 0.8199 81.99%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding + 0.5755 57.55%
Glucocorticoid receptor binding + 0.7849 78.49%
Aromatase binding + 0.6835 68.35%
PPAR gamma + 0.8094 80.94%
Honey bee toxicity - 0.5855 58.55%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9600 96.00%

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 97.59% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.18% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.56% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.14% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.87% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.66% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.14% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.38% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.46% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.22% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 85.21% 95.93%
CHEMBL255 P29275 Adenosine A2b receptor 85.20% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.10% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.79% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.31% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.27% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.14% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.92% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.89% 99.23%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.64% 97.53%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.34% 97.25%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.02% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.65% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.33% 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.
Marsdenia incisa

Cross-Links

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PubChem 21581055
LOTUS LTS0142747
wikiData Q105251165