PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-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 9f76458d-fe76-41a3-aaff-edeff04f91ee
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(C(O2)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C57H94O28/c1-21-7-12-57(74-20-21)22(2)34-28(85-57)14-27-25-6-5-23-13-24(8-10-55(23,3)26(25)9-11-56(27,34)4)75-50-45(73)42(70)46(33(19-62)80-50)81-54-49(47(38(66)32(18-61)79-54)82-51-43(71)39(67)35(63)29(15-58)76-51)84-53-48(41(69)37(65)31(17-60)78-53)83-52-44(72)40(68)36(64)30(16-59)77-52/h21-54,58-73H,5-20H2,1-4H3/t21-,22+,23+,24+,25-,26+,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 YONFUQMXUNKPEE-QEBDAUIESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C57H94O28
Molecular Weight 1227.30 g/mol
Exact Mass 1226.59316234 g/mol
Topological Polar Surface Area (TPSA) 434.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -5.09
H-Bond Acceptor 28
H-Bond Donor 16
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5917 59.17%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6898 68.98%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9260 92.60%
OATP1B3 inhibitior + 0.9448 94.48%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.8173 81.73%
P-glycoprotein inhibitior + 0.7359 73.59%
P-glycoprotein substrate - 0.6822 68.22%
CYP3A4 substrate + 0.7467 74.67%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9611 96.11%
CYP2C9 inhibition - 0.9091 90.91%
CYP2C19 inhibition - 0.8819 88.19%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.6465 64.65%
CYP inhibitory promiscuity - 0.9291 92.91%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6271 62.71%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.7119 71.19%
Skin corrosion - 0.9532 95.32%
Ames mutagenesis - 0.7954 79.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8349 83.49%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.9466 94.66%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8025 80.25%
Acute Oral Toxicity (c) I 0.7761 77.61%
Estrogen receptor binding + 0.8569 85.69%
Androgen receptor binding + 0.6953 69.53%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5733 57.33%
Aromatase binding + 0.6190 61.90%
PPAR gamma + 0.7593 75.93%
Honey bee toxicity - 0.5187 51.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8210 82.10%

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 98.07% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.89% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.63% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 95.27% 98.10%
CHEMBL233 P35372 Mu opioid receptor 93.51% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.15% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.69% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.20% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.30% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.26% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 90.03% 92.86%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.86% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.64% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 89.56% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.32% 96.21%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.18% 97.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.75% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 85.72% 95.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.32% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.93% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.86% 97.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.36% 97.29%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.90% 97.31%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.70% 92.94%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.32% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.91% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 82.86% 97.64%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.80% 91.24%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.03% 93.10%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.96% 96.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.18% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.47% 100.00%

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.
There are no matching plants.

Cross-Links

Top
PubChem 163191947
LOTUS LTS0260993
wikiData Q105351405