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(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

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 c0a35395-4f61-411a-88ec-7fd9b49ca641
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H58O10/c1-18-28(36)26(40-6)17-27(42-18)44-20(3)35(39)15-12-25-23-9-8-21-16-22(10-13-33(21,4)24(23)11-14-34(25,35)5)45-32-30(38)31(41-7)29(37)19(2)43-32/h8-9,18-32,36-39H,10-17H2,1-7H3/t18-,19-,20-,21+,22+,23-,24+,25+,26-,27+,28-,29+,30-,31+,32+,33+,34+,35+/m1/s1
InChI Key BBTWJGKAJNYIFM-GHMPVNNKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O10
Molecular Weight 638.80 g/mol
Exact Mass 638.40299804 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9S,10S,13S,14S,17R)-17-hydroxy-17-[(1R)-1-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxyethyl]-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-6-methyloxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8447 84.47%
Caco-2 - 0.8381 83.81%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5045 50.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8488 84.88%
OATP1B3 inhibitior + 0.8402 84.02%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7821 78.21%
BSEP inhibitior - 0.7118 71.18%
P-glycoprotein inhibitior + 0.7165 71.65%
P-glycoprotein substrate + 0.6453 64.53%
CYP3A4 substrate + 0.7294 72.94%
CYP2C9 substrate - 0.8008 80.08%
CYP2D6 substrate - 0.8349 83.49%
CYP3A4 inhibition - 0.9312 93.12%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9081 90.81%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8037 80.37%
CYP2C8 inhibition + 0.5059 50.59%
CYP inhibitory promiscuity - 0.9451 94.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5749 57.49%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9270 92.70%
Skin irritation - 0.5447 54.47%
Skin corrosion - 0.9189 91.89%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7046 70.46%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7176 71.76%
skin sensitisation - 0.8857 88.57%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9567 95.67%
Acute Oral Toxicity (c) I 0.4672 46.72%
Estrogen receptor binding + 0.6945 69.45%
Androgen receptor binding + 0.7128 71.28%
Thyroid receptor binding - 0.5694 56.94%
Glucocorticoid receptor binding + 0.6246 62.46%
Aromatase binding + 0.6501 65.01%
PPAR gamma + 0.6252 62.52%
Honey bee toxicity - 0.6677 66.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8624 86.24%

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 98.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.04% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.85% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.65% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.25% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.82% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.05% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.39% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 86.27% 95.93%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.73% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.57% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.18% 92.94%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.01% 97.31%
CHEMBL1871 P10275 Androgen Receptor 84.82% 96.43%
CHEMBL1914 P06276 Butyrylcholinesterase 84.59% 95.00%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 83.79% 94.97%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.49% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.45% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.44% 94.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.34% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.94% 92.62%
CHEMBL251 P29274 Adenosine A2a receptor 80.89% 94.40%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.84% 95.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.63% 89.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.62% 92.50%
CHEMBL2581 P07339 Cathepsin D 80.43% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.26% 86.33%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.00% 97.56%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 162925571
LOTUS LTS0050955
wikiData Q104923056