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[(2R,3R,4R,5R,6R)-4,5-diacetyloxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7S,8S,9R,12R,13R,16R)-4'-[[(2S,5S,6S,7R,8S,10R)-6,7-dihydroxy-2-[(2S)-2-hydroxybutan-2-yl]-10-methyl-3-oxo-1,4,9-trioxaspiro[4.5]decan-8-yl]oxy]-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

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 43f44e94-ca26-4e25-acee-630a8fa892bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2R,3R,4R,5R,6R)-4,5-diacetyloxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7S,8S,9R,12R,13R,16R)-4'-[[(2S,5S,6S,7R,8S,10R)-6,7-dihydroxy-2-[(2S)-2-hydroxybutan-2-yl]-10-methyl-3-oxo-1,4,9-trioxaspiro[4.5]decan-8-yl]oxy]-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate
SMILES (Canonical) CCC(C)(C1C(=O)OC2(O1)C(OC(C(C2O)O)OC3C(C4(C(C5C(O4)CC6C5(CCC7C6CC=C8C7(C(CC(C8)O)OC9C(C(C(CO9)O)O)OC1C(C(C(C(O1)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C)OCC3=C)O)C)O
SMILES (Isomeric) CC[C@@](C)([C@H]1C(=O)O[C@]2(O1)[C@H](O[C@@H]([C@@H]([C@@H]2O)O)O[C@H]3[C@H]([C@]4([C@H]([C@@H]5[C@H](O4)C[C@@H]6[C@]5(CC[C@@H]7[C@H]6CC=C8[C@@]7(C(C[C@@H](C8)O)O[C@@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O[C@@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C)C)OCC3=C)O)C)O
InChI InChI=1S/C56H82O24/c1-12-53(10,67)47-48(66)80-56(79-47)25(5)71-49(39(63)45(56)64)76-40-22(2)20-69-55(46(40)65)23(3)37-35(78-55)19-33-31-14-13-29-17-30(60)18-36(54(29,11)32(31)15-16-52(33,37)9)75-50-42(38(62)34(61)21-68-50)77-51-44(74-28(8)59)43(73-27(7)58)41(24(4)70-51)72-26(6)57/h13,23-25,30-47,49-51,60-65,67H,2,12,14-21H2,1,3-11H3/t23-,24+,25+,30+,31+,32+,33-,34+,35+,36?,37+,38-,39+,40+,41+,42+,43+,44+,45-,46+,47+,49+,50+,51+,52+,53-,54-,55+,56+/m0/s1
InChI Key JUKUEUOEKLRHAT-YFKRMYJPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C56H82O24
Molecular Weight 1139.20 g/mol
Exact Mass 1138.51960348 g/mol
Topological Polar Surface Area (TPSA) 330.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 24
H-Bond Donor 7
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4R,5R,6R)-4,5-diacetyloxy-6-[(2R,3R,4S,5R)-2-[(1S,2S,3'R,4R,4'R,6R,7S,8S,9R,12R,13R,16R)-4'-[[(2S,5S,6S,7R,8S,10R)-6,7-dihydroxy-2-[(2S)-2-hydroxybutan-2-yl]-10-methyl-3-oxo-1,4,9-trioxaspiro[4.5]decan-8-yl]oxy]-3',16-dihydroxy-7,9,13-trimethyl-5'-methylidenespiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9475 94.75%
Caco-2 - 0.8624 86.24%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8356 83.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8113 81.13%
OATP1B3 inhibitior + 0.9134 91.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9267 92.67%
P-glycoprotein inhibitior + 0.7456 74.56%
P-glycoprotein substrate + 0.8050 80.50%
CYP3A4 substrate + 0.7718 77.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8828 88.28%
CYP3A4 inhibition - 0.5450 54.50%
CYP2C9 inhibition - 0.8426 84.26%
CYP2C19 inhibition - 0.8628 86.28%
CYP2D6 inhibition - 0.9388 93.88%
CYP1A2 inhibition - 0.8819 88.19%
CYP2C8 inhibition + 0.8289 82.89%
CYP inhibitory promiscuity - 0.9384 93.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4533 45.33%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.8981 89.81%
Skin irritation + 0.6648 66.48%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.6164 61.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7525 75.25%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.5579 55.79%
skin sensitisation - 0.9141 91.41%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4692 46.92%
Acute Oral Toxicity (c) III 0.5354 53.54%
Estrogen receptor binding + 0.7497 74.97%
Androgen receptor binding + 0.7690 76.90%
Thyroid receptor binding + 0.6815 68.15%
Glucocorticoid receptor binding + 0.8179 81.79%
Aromatase binding + 0.6625 66.25%
PPAR gamma + 0.8114 81.14%
Honey bee toxicity - 0.5560 55.60%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9935 99.35%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.17% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.12% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.36% 94.45%
CHEMBL204 P00734 Thrombin 97.22% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.38% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.04% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.51% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.23% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.01% 85.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.25% 92.88%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.96% 95.89%
CHEMBL1871 P10275 Androgen Receptor 91.77% 96.43%
CHEMBL3401 O75469 Pregnane X receptor 91.47% 94.73%
CHEMBL226 P30542 Adenosine A1 receptor 91.00% 95.93%
CHEMBL332 P03956 Matrix metalloproteinase-1 90.70% 94.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.61% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.73% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 88.91% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.70% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.22% 94.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.73% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.39% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.14% 95.56%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.48% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.11% 91.07%
CHEMBL5028 O14672 ADAM10 82.82% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 82.00% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.90% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.72% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.20% 91.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.86% 89.50%

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.
Ruscus aculeatus

Cross-Links

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PubChem 101233671
LOTUS LTS0082754
wikiData Q105135304