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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15R,16R,18S)-6,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 0971b3b6-26df-42d3-b234-e54cefef5431
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15R,16R,18S)-6,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H76O19/c1-18(17-58-40-37(55)35(53)32(50)28(15-46)61-40)8-11-45(57)19(2)30-27(64-45)13-24-22-7-6-21-12-26(25(48)14-44(21,5)23(22)9-10-43(24,30)4)60-42-39(36(54)33(51)29(16-47)62-42)63-41-38(56)34(52)31(49)20(3)59-41/h18-42,46-57H,6-17H2,1-5H3/t18-,19-,20-,21-,22+,23-,24-,25+,26+,27-,28+,29+,30-,31-,32-,33-,34+,35-,36-,37+,38+,39+,40+,41-,42+,43-,44-,45+/m0/s1
InChI Key WROHFEWGWYQNPP-LRVYEFJLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O19
Molecular Weight 921.10 g/mol
Exact Mass 920.49808019 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 12

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,3R,4S,5R,6R)-2-[[(1R,2S,4S,6R,7S,8R,9S,12S,13S,15R,16R,18S)-6,15-dihydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 - 0.5246 52.46%
Caco-2 - 0.8864 88.64%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior - 0.5735 57.35%
P-glycoprotein inhibitior + 0.7405 74.05%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7517 75.17%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6438 64.38%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.8278 82.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7647 76.47%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9080 90.80%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8082 80.82%
Androgen receptor binding + 0.6573 65.73%
Thyroid receptor binding - 0.5540 55.40%
Glucocorticoid receptor binding + 0.5779 57.79%
Aromatase binding + 0.6626 66.26%
PPAR gamma + 0.7395 73.95%
Honey bee toxicity - 0.5713 57.13%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7523 75.23%

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 98.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.09% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.72% 96.61%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 95.59% 96.21%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.56% 92.86%
CHEMBL226 P30542 Adenosine A1 receptor 94.90% 95.93%
CHEMBL2094135 Q96BI3 Gamma-secretase 93.89% 98.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.37% 97.09%
CHEMBL204 P00734 Thrombin 92.52% 96.01%
CHEMBL220 P22303 Acetylcholinesterase 92.29% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 91.70% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.57% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.96% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 90.65% 92.98%
CHEMBL237 P41145 Kappa opioid receptor 90.64% 98.10%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.52% 95.36%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.31% 97.86%
CHEMBL233 P35372 Mu opioid receptor 89.25% 97.93%
CHEMBL4581 P52732 Kinesin-like protein 1 88.19% 93.18%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.77% 95.58%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 86.75% 97.31%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.53% 89.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.87% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.43% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.31% 95.89%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 85.28% 98.46%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.89% 94.45%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.27% 92.78%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 83.75% 97.29%
CHEMBL2996 Q05655 Protein kinase C delta 83.49% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.30% 89.00%
CHEMBL259 P32245 Melanocortin receptor 4 83.29% 95.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.92% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.39% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.04% 96.38%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.76% 96.67%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.59% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.54% 97.25%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 81.00% 92.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.70% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.42% 92.50%

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.
Trigonella foenum-graecum

Cross-Links

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PubChem 154497617
LOTUS LTS0160393
wikiData Q105311453