(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol

Details

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Internal ID 77d31230-8992-4a61-bbe6-ce9bd5d492be
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(CCC=C(C)C)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@H](CCC=C(C)C)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C42H70O13/c1-20(2)9-8-10-21(3)28-23(52-36-33(50)31(48)29(46)24(17-43)53-36)16-40(7)26-15-22(45)35-38(4,5)27(55-37-34(51)32(49)30(47)25(18-44)54-37)11-12-42(35)19-41(26,42)14-13-39(28,40)6/h9,21-37,43-51H,8,10-19H2,1-7H3/t21-,22+,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34-,35+,36-,37+,39-,40+,41+,42-/m1/s1
InChI Key ORMWDCOETYURCM-ACNPEZGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H70O13
Molecular Weight 783.00 g/mol
Exact Mass 782.48164228 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 1.76
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-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 + 0.7085 70.85%
Caco-2 - 0.8735 87.35%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6679 66.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior + 0.8745 87.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6351 63.51%
P-glycoprotein inhibitior + 0.7782 77.82%
P-glycoprotein substrate - 0.6273 62.73%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9467 94.67%
CYP2C9 inhibition - 0.7323 73.23%
CYP2C19 inhibition - 0.8607 86.07%
CYP2D6 inhibition - 0.9323 93.23%
CYP1A2 inhibition - 0.8744 87.44%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9324 93.24%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6658 66.58%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.6323 63.23%
Skin corrosion - 0.9417 94.17%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7644 76.44%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7031 70.31%
Acute Oral Toxicity (c) I 0.5875 58.75%
Estrogen receptor binding + 0.6992 69.92%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding - 0.5540 55.40%
Glucocorticoid receptor binding + 0.5808 58.08%
Aromatase binding + 0.6421 64.21%
PPAR gamma + 0.7196 71.96%
Honey bee toxicity - 0.6371 63.71%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9269 92.69%

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 98.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.46% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.01% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.47% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.70% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.88% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 90.65% 94.75%
CHEMBL3837 P07711 Cathepsin L 89.50% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.05% 95.89%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.41% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.18% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.13% 98.95%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 87.05% 96.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.95% 95.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.34% 92.94%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.01% 89.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.00% 92.88%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.41% 96.21%
CHEMBL2996 Q05655 Protein kinase C delta 85.02% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 84.94% 95.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.74% 92.62%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.49% 95.83%
CHEMBL1914 P06276 Butyrylcholinesterase 84.38% 95.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 84.21% 99.17%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 83.72% 92.86%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.53% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.42% 82.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.88% 92.86%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.82% 94.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.81% 91.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.68% 93.56%
CHEMBL226 P30542 Adenosine A1 receptor 82.35% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.22% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.08% 90.08%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.89% 95.36%
CHEMBL221 P23219 Cyclooxygenase-1 81.59% 90.17%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 81.47% 97.34%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.41% 99.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.26% 97.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.23% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 80.89% 98.10%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.63% 89.00%

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.
Astragalus trigonus

Cross-Links

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PubChem 100914113
LOTUS LTS0219271
wikiData Q105198049