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[(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 a981ed04-2364-439b-85f4-d9d8be78648f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C50H74O17/c1-25(60-28(4)52)32-17-19-50(57)33-15-14-30-20-31(16-18-48(30,5)34(33)21-38(49(32,50)6)65-46(56)29-12-10-9-11-13-29)63-39-22-35(58-7)44(26(2)61-39)66-40-23-36(59-8)45(27(3)62-40)67-47-43(55)42(54)41(53)37(24-51)64-47/h9-14,25-27,31-45,47,51,53-55,57H,15-24H2,1-8H3/t25-,26-,27-,31+,32-,33-,34+,35+,36+,37-,38-,39+,40+,41+,42+,43-,44-,45-,47+,48+,49+,50+/m1/s1
InChI Key LPVZJRLEFPWLNQ-GHERQDPRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H74O17
Molecular Weight 947.10 g/mol
Exact Mass 946.49260089 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.72
H-Bond Acceptor 17
H-Bond Donor 5
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-acetyloxyethyl]-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 - 0.8696 86.96%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9918 99.18%
P-glycoprotein inhibitior + 0.7516 75.16%
P-glycoprotein substrate + 0.7481 74.81%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
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 + 0.7489 74.89%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8012 80.12%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6917 69.17%
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 - 0.7470 74.70%
Acute Oral Toxicity (c) I 0.5623 56.23%
Estrogen receptor binding + 0.8493 84.93%
Androgen receptor binding + 0.7438 74.38%
Thyroid receptor binding + 0.6060 60.60%
Glucocorticoid receptor binding + 0.7995 79.95%
Aromatase binding + 0.5791 57.91%
PPAR gamma + 0.8304 83.04%
Honey bee toxicity - 0.6399 63.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5145 51.45%
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 98.69% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.05% 86.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.35% 94.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.03% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.81% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.60% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.53% 94.23%
CHEMBL5028 O14672 ADAM10 90.01% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.94% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.79% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.54% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.75% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.05% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.06% 93.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.97% 94.97%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.82% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.71% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.16% 95.56%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.28% 89.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162913266
LOTUS LTS0067495
wikiData Q105155372