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1-[(3S,8R,9S,10R,12R,13S,14S,17S)-12,14,17-trihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5S,6S)-5-[(2S,4S,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-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

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 86ec642d-254b-4646-956b-42600a0bec91
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(3S,8R,9S,10R,12R,13S,14S,17S)-12,14,17-trihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5S,6S)-5-[(2S,4S,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-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C56H92O20/c1-27-48(59)37(62-9)22-44(67-27)73-50-29(3)69-46(24-39(50)64-11)75-52-31(5)71-47(26-41(52)66-13)76-51-30(4)70-45(25-40(51)65-12)74-49-28(2)68-43(23-38(49)63-10)72-34-16-17-53(7)33(20-34)14-15-35-36(53)21-42(58)54(8)55(60,32(6)57)18-19-56(35,54)61/h14,27-31,34-52,58-61H,15-26H2,1-13H3/t27-,28+,29+,30+,31-,34-,35+,36-,37+,38-,39-,40-,41+,42+,43-,44-,45-,46-,47-,48-,49+,50+,51+,52-,53-,54+,55+,56-/m0/s1
InChI Key QXCWUISUSYJHTC-VTEZDCFUSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C56H92O20
Molecular Weight 1085.30 g/mol
Exact Mass 1084.61819532 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 4.39
H-Bond Acceptor 20
H-Bond Donor 4
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9531 95.31%
Caco-2 - 0.8657 86.57%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7049 70.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9054 90.54%
OATP1B3 inhibitior + 0.9029 90.29%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior + 0.9699 96.99%
P-glycoprotein inhibitior + 0.7479 74.79%
P-glycoprotein substrate + 0.6635 66.35%
CYP3A4 substrate + 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8666 86.66%
CYP3A4 inhibition - 0.9076 90.76%
CYP2C9 inhibition - 0.9181 91.81%
CYP2C19 inhibition - 0.9262 92.62%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.8512 85.12%
CYP2C8 inhibition + 0.5302 53.02%
CYP inhibitory promiscuity - 0.9301 93.01%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5360 53.60%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9027 90.27%
Skin irritation + 0.5619 56.19%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7747 77.47%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6301 63.01%
skin sensitisation - 0.8660 86.60%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7792 77.92%
Acute Oral Toxicity (c) II 0.3246 32.46%
Estrogen receptor binding + 0.8383 83.83%
Androgen receptor binding + 0.7766 77.66%
Thyroid receptor binding + 0.5887 58.87%
Glucocorticoid receptor binding + 0.7972 79.72%
Aromatase binding + 0.6901 69.01%
PPAR gamma + 0.8370 83.70%
Honey bee toxicity - 0.6495 64.95%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9370 93.70%

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 98.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.36% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.81% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.54% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.50% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.58% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.55% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.37% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.95% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.06% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.39% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.70% 96.95%
CHEMBL255 P29275 Adenosine A2b receptor 82.71% 98.59%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.29% 97.53%
CHEMBL340 P08684 Cytochrome P450 3A4 82.19% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 82.17% 92.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.50% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.40% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.16% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.87% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.42% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.22% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.02% 94.33%

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 162930567
LOTUS LTS0017862
wikiData Q105229528