(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S,3R)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID 2ecdb312-31bc-4349-8dd8-26e0337ef170
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S,3R)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(C(CC=C(C)C)O)O)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](CC[C@]6([C@@]5([C@H](C[C@H]4C3(C)C)O)C)C)[C@@](C)([C@@H](CC=C(C)C)O)O)C)CO)O)O)O)O)O
InChI InChI=1S/C42H72O13/c1-20(2)10-13-27(44)42(9,51)23-14-17-40(7)22(23)11-12-25-39(6)16-15-29(38(4,5)26(39)18-28(45)41(25,40)8)54-37-35(33(49)31(47)24(19-43)53-37)55-36-34(50)32(48)30(46)21(3)52-36/h10,21-37,43-51H,11-19H2,1-9H3/t21-,22+,23-,24+,25+,26-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40+,41-,42-/m0/s1
InChI Key VKPBFUJAJUKRSV-AYYXAYNBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H72O13
Molecular Weight 785.00 g/mol
Exact Mass 784.49729235 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 9

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,5S,6R)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-17-[(2S,3R)-2,3-dihydroxy-6-methylhept-5-en-2-yl]-7-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.7734 77.34%
Caco-2 - 0.8835 88.35%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8208 82.08%
OATP1B3 inhibitior + 0.8280 82.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6126 61.26%
P-glycoprotein inhibitior + 0.7955 79.55%
P-glycoprotein substrate - 0.5876 58.76%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 0.7890 78.90%
CYP2D6 substrate - 0.8406 84.06%
CYP3A4 inhibition - 0.9174 91.74%
CYP2C9 inhibition - 0.8394 83.94%
CYP2C19 inhibition - 0.9148 91.48%
CYP2D6 inhibition - 0.9377 93.77%
CYP1A2 inhibition - 0.8896 88.96%
CYP2C8 inhibition + 0.6957 69.57%
CYP inhibitory promiscuity - 0.9159 91.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6603 66.03%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9089 90.89%
Skin irritation - 0.5364 53.64%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis - 0.7354 73.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8096 80.96%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7919 79.19%
skin sensitisation - 0.9023 90.23%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9632 96.32%
Acute Oral Toxicity (c) I 0.5477 54.77%
Estrogen receptor binding + 0.7294 72.94%
Androgen receptor binding + 0.7512 75.12%
Thyroid receptor binding - 0.5664 56.64%
Glucocorticoid receptor binding + 0.6240 62.40%
Aromatase binding + 0.6824 68.24%
PPAR gamma + 0.7389 73.89%
Honey bee toxicity - 0.5845 58.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9339 93.39%

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 98.42% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.00% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 95.41% 91.49%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.69% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.44% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.36% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.82% 97.36%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.41% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.40% 89.00%
CHEMBL2581 P07339 Cathepsin D 88.97% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.87% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.49% 98.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.06% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.94% 85.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.80% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 87.54% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 87.47% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 86.23% 97.79%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.02% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.31% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.70% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.24% 93.04%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.77% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.71% 96.90%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.12% 91.03%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.53% 86.92%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.15% 95.58%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.15% 95.50%
CHEMBL1977 P11473 Vitamin D receptor 81.82% 99.43%
CHEMBL1937 Q92769 Histone deacetylase 2 81.60% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.46% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.74% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.48% 92.88%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.17% 95.83%

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.
Sapindus mukorossi

Cross-Links

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PubChem 162899728
LOTUS LTS0108014
wikiData Q105287978