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[(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14-hydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4R,5R,6R)-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-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 0f485e95-cb92-441e-8d2a-fbb5908b9c79
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8R,9S,10R,12R,13S,14S,17S)-17-acetyl-14-hydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4R,5R,6R)-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-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H86O18/c1-14-26(2)50(58)69-40-22-36-35(54(59)20-18-34(27(3)55)53(40,54)9)16-15-32-21-33(17-19-52(32,36)8)68-41-24-38(61-11)46(29(5)65-41)70-43-25-39(62-12)47(30(6)66-43)72-51-45(57)49(63-13)48(31(7)67-51)71-42-23-37(60-10)44(56)28(4)64-42/h14-15,28-31,33-49,51,56-57,59H,16-25H2,1-13H3/b26-14+/t28-,29-,30-,31-,33+,34-,35-,36+,37-,38+,39+,40-,41+,42+,43+,44-,45-,46-,47-,48-,49-,51+,52+,53+,54+/m1/s1
InChI Key RMTXVGWFXARMSZ-IZOICJGNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O18
Molecular Weight 1023.20 g/mol
Exact Mass 1022.58141589 g/mol
Topological Polar Surface Area (TPSA) 215.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 5.23
H-Bond Acceptor 18
H-Bond Donor 3
Rotatable Bonds 15

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-acetyl-14-hydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3-hydroxy-5-[(2S,4R,5R,6R)-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-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[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 + 0.9703 97.03%
Caco-2 - 0.8656 86.56%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7842 78.42%
OATP2B1 inhibitior - 0.8734 87.34%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9177 91.77%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6124 61.24%
BSEP inhibitior + 0.9881 98.81%
P-glycoprotein inhibitior + 0.7544 75.44%
P-glycoprotein substrate + 0.7453 74.53%
CYP3A4 substrate + 0.7388 73.88%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.9048 90.48%
CYP3A4 inhibition - 0.8331 83.31%
CYP2C9 inhibition - 0.9135 91.35%
CYP2C19 inhibition - 0.9367 93.67%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.7959 79.59%
CYP2C8 inhibition + 0.6814 68.14%
CYP inhibitory promiscuity - 0.9641 96.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4886 48.86%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9033 90.33%
Skin irritation + 0.5983 59.83%
Skin corrosion - 0.9215 92.15%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7832 78.32%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.6676 66.76%
skin sensitisation - 0.8761 87.61%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7078 70.78%
Acute Oral Toxicity (c) I 0.4525 45.25%
Estrogen receptor binding + 0.8401 84.01%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding + 0.6023 60.23%
Glucocorticoid receptor binding + 0.8161 81.61%
Aromatase binding + 0.7263 72.63%
PPAR gamma + 0.8466 84.66%
Honey bee toxicity - 0.6140 61.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5845 58.45%
Fish aquatic toxicity + 0.9630 96.30%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.71% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.54% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.29% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.49% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.34% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.26% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.46% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 86.99% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.76% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.44% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 84.27% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.18% 97.09%
CHEMBL2581 P07339 Cathepsin D 83.33% 98.95%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 82.79% 98.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.59% 99.23%
CHEMBL5028 O14672 ADAM10 81.72% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.47% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.13% 97.14%

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.
Hoodia gordonii

Cross-Links

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PubChem 101471013
LOTUS LTS0006701
wikiData Q104400436