PlantaeDB Logo
Login Sign-up

(2R,3R,4R,5R,6S)-2-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-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

Top
Internal ID bbd4f66f-b0c3-4219-805f-c663c32a1743
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(O7)COC8C(C(C(C(O8)C)O)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H](O7)CO[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@]1(CC[C@@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC
InChI InChI=1S/C57H94O26/c1-22(20-73-51-45(69)42(66)38(62)32(18-58)78-51)10-15-57(72-7)23(2)35-31(83-57)17-30-28-9-8-26-16-27(11-13-55(26,5)29(28)12-14-56(30,35)6)77-54-49(82-52-46(70)41(65)37(61)25(4)76-52)47(71)48(33(19-59)79-54)81-53-43(67)39(63)34(80-53)21-74-50-44(68)40(64)36(60)24(3)75-50/h8,22-25,27-54,58-71H,9-21H2,1-7H3/t22-,23+,24+,25+,27+,28-,29+,30+,31+,32-,33-,34+,35+,36+,37+,38-,39+,40-,41-,42+,43-,44-,45-,46-,47+,48-,49-,50-,51-,52+,53+,54-,55+,56+,57+/m1/s1
InChI Key UWWULCYKXLZWLG-KWMSHKHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C57H94O26
Molecular Weight 1195.30 g/mol
Exact Mass 1194.60333310 g/mol
Topological Polar Surface Area (TPSA) 394.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.86
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 18

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2R,3R,4R,5R,6S)-2-[[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-[[(1S,2S,4S,6S,7S,8R,9S,12S,13R,16S)-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7087 70.87%
Caco-2 - 0.8825 88.25%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.7516 75.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8691 86.91%
OATP1B3 inhibitior + 0.9050 90.50%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8846 88.46%
P-glycoprotein inhibitior + 0.7433 74.33%
P-glycoprotein substrate + 0.6895 68.95%
CYP3A4 substrate + 0.7512 75.12%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9573 95.73%
CYP2C9 inhibition - 0.9148 91.48%
CYP2C19 inhibition - 0.8976 89.76%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8921 89.21%
CYP2C8 inhibition + 0.7561 75.61%
CYP inhibitory promiscuity - 0.8927 89.27%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5259 52.59%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.6120 61.20%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.9700 97.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8153 81.53%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.9159 91.59%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.9051 90.51%
Acute Oral Toxicity (c) I 0.4621 46.21%
Estrogen receptor binding + 0.8652 86.52%
Androgen receptor binding + 0.7288 72.88%
Thyroid receptor binding + 0.6024 60.24%
Glucocorticoid receptor binding + 0.7467 74.67%
Aromatase binding + 0.6918 69.18%
PPAR gamma + 0.8151 81.51%
Honey bee toxicity - 0.5981 59.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8970 89.70%

Targets

Top

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 99.10% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.92% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.57% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.39% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.70% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.27% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.19% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.83% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.98% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.96% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.79% 96.61%
CHEMBL1871 P10275 Androgen Receptor 88.77% 96.43%
CHEMBL2581 P07339 Cathepsin D 88.76% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.38% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 87.99% 94.73%
CHEMBL1914 P06276 Butyrylcholinesterase 87.68% 95.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.62% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.60% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.54% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.17% 94.08%
CHEMBL237 P41145 Kappa opioid receptor 84.37% 98.10%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.04% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 83.69% 93.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.08% 94.00%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 83.08% 98.46%
CHEMBL2996 Q05655 Protein kinase C delta 82.73% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.25% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.67% 92.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.59% 98.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.71% 92.62%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.42% 92.86%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.20% 96.90%

Plants that contains it

Top
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.
Phoenix dactylifera
Phoenix reclinata

Cross-Links

Top
PubChem 162933313
LOTUS LTS0018959
wikiData Q105280594