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(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

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 a49833b6-0a36-40a3-b404-37c3c2cdf143
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CC(C2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)C)C)C)OC1)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)C)C)C)OC1)O
InChI InChI=1S/C39H62O13/c1-17-12-27(41)39(47-16-17)18(2)28-25(52-39)14-24-22-7-6-20-13-21(8-10-37(20,4)23(22)9-11-38(24,28)5)49-36-33(46)31(44)34(26(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h6,17-19,21-36,40-46H,7-16H2,1-5H3/t17-,18+,19+,21+,22-,23+,24+,25+,26-,27+,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39+/m1/s1
InChI Key QNXPGBVADTYHLK-SUSMIJOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O13
Molecular Weight 738.90 g/mol
Exact Mass 738.41904203 g/mol
Topological Polar Surface Area (TPSA) 197.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.36
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,3'S,4S,5'R,6S,7S,8R,9S,12S,13R,16S)-3'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7115 71.15%
Caco-2 - 0.8866 88.66%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6922 69.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7173 71.73%
P-glycoprotein inhibitior + 0.7080 70.80%
P-glycoprotein substrate + 0.5747 57.47%
CYP3A4 substrate + 0.7468 74.68%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9111 91.11%
CYP2C9 inhibition - 0.9345 93.45%
CYP2C19 inhibition - 0.9265 92.65%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition - 0.8887 88.87%
CYP2C8 inhibition + 0.7272 72.72%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4515 45.15%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9221 92.21%
Skin irritation + 0.5269 52.69%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.9270 92.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7868 78.68%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9750 97.50%
skin sensitisation - 0.9128 91.28%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8642 86.42%
Acute Oral Toxicity (c) I 0.5407 54.07%
Estrogen receptor binding + 0.8017 80.17%
Androgen receptor binding + 0.7281 72.81%
Thyroid receptor binding - 0.5990 59.90%
Glucocorticoid receptor binding + 0.5503 55.03%
Aromatase binding + 0.6674 66.74%
PPAR gamma + 0.7024 70.24%
Honey bee toxicity - 0.5786 57.86%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9035 90.35%

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 98.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.55% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.56% 95.93%
CHEMBL1914 P06276 Butyrylcholinesterase 95.19% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.29% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.97% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.02% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.03% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.96% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.73% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.58% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.90% 86.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.76% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.12% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 86.62% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.07% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.56% 94.00%
CHEMBL1871 P10275 Androgen Receptor 82.81% 96.43%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.69% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.12% 92.50%
CHEMBL2581 P07339 Cathepsin D 81.78% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.18% 94.62%

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.
Ruscus hypophyllum

Cross-Links

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PubChem 101847654
LOTUS LTS0268116
wikiData Q105224715