PlantaeDB Logo
Login Sign-up

(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,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-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-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 f95e11d7-5613-43b8-a827-006afa8085c0
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,5S,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-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-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)OC9C(C(C(CO9)O)O)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[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)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/C50H82O22/c1-20-7-12-50(64-18-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-39(61)36(58)41(30(16-52)67-45)70-47-43(71-46-38(60)35(57)34(56)29(15-51)66-46)40(62)42(31(17-53)68-47)69-44-37(59)33(55)27(54)19-63-44/h20-47,51-62H,5-19H2,1-4H3/t20-,21+,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-/m1/s1
InChI Key SBTUXKUOKIGYCI-WMMIJHSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C50H82O22
Molecular Weight 1035.20 g/mol
Exact Mass 1034.52977424 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.27
H-Bond Acceptor 22
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S,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-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-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 - 0.5246 52.46%
Caco-2 - 0.8762 87.62%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9186 91.86%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7013 70.13%
P-glycoprotein inhibitior + 0.7340 73.40%
P-glycoprotein substrate - 0.6478 64.78%
CYP3A4 substrate + 0.7519 75.19%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.6666 66.66%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7454 74.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8299 82.99%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.9375 93.75%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8658 86.58%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8395 83.95%
Androgen receptor binding + 0.6902 69.02%
Thyroid receptor binding - 0.5200 52.00%
Glucocorticoid receptor binding + 0.5621 56.21%
Aromatase binding + 0.6300 63.00%
PPAR gamma + 0.7495 74.95%
Honey bee toxicity - 0.5346 53.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.7523 75.23%

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 98.30% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL233 P35372 Mu opioid receptor 96.43% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.78% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 94.18% 98.10%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.10% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.68% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 91.71% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.46% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.02% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.99% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.97% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.14% 97.86%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.72% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.67% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 88.16% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.72% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.65% 96.21%
CHEMBL204 P00734 Thrombin 85.95% 96.01%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.56% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.16% 100.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 84.41% 97.31%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.17% 97.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 82.56% 97.79%
CHEMBL206 P03372 Estrogen receptor alpha 82.32% 97.64%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.84% 93.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.68% 91.24%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.33% 80.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.25% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.17% 95.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.09% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 80.81% 95.92%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.81% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.80% 89.00%

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.
Tribulus terrestris

Cross-Links

Top
PubChem 162842798
LOTUS LTS0055315
wikiData Q105249716