PlantaeDB Logo
Login Sign-up

(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-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-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-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 d13dc9e1-8b7a-4d71-a76c-a93a3502bba8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-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-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C43H66O17/c1-17-10-28(47)43(55-14-17)18(2)30-27(60-43)13-24-22-7-6-20-11-21(44)12-29(42(20,5)23(22)8-9-41(24,30)4)57-40-37(59-39-35(52)33(50)31(48)19(3)56-39)36(26(46)16-54-40)58-38-34(51)32(49)25(45)15-53-38/h6,18-19,21-40,44-52H,1,7-16H2,2-5H3/t18-,19-,21+,22+,23-,24-,25+,26-,27-,28-,29+,30-,31-,32-,33+,34+,35+,36-,37+,38-,39-,40-,41-,42-,43-/m0/s1
InChI Key LVZLDGLOZWAMFV-LJJBKAOISA-N
Popularity 4 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H66O17
Molecular Weight 855.00 g/mol
Exact Mass 854.43000063 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.65
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S)-2-[(1S,2S,3'S,4S,6S,7S,8R,9S,12S,13R,14R,16R)-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-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8175 81.75%
Caco-2 - 0.8844 88.44%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7013 70.13%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8661 86.61%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6540 65.40%
P-glycoprotein inhibitior + 0.7235 72.35%
P-glycoprotein substrate + 0.7014 70.14%
CYP3A4 substrate + 0.7564 75.64%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8129 81.29%
CYP3A4 inhibition - 0.9451 94.51%
CYP2C9 inhibition - 0.9000 90.00%
CYP2C19 inhibition - 0.9020 90.20%
CYP2D6 inhibition - 0.9286 92.86%
CYP1A2 inhibition - 0.8869 88.69%
CYP2C8 inhibition + 0.7743 77.43%
CYP inhibitory promiscuity - 0.9512 95.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5237 52.37%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9147 91.47%
Skin irritation + 0.4941 49.41%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7437 74.37%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6070 60.70%
skin sensitisation - 0.8895 88.95%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8240 82.40%
Acute Oral Toxicity (c) I 0.4479 44.79%
Estrogen receptor binding + 0.7955 79.55%
Androgen receptor binding + 0.7406 74.06%
Thyroid receptor binding - 0.5965 59.65%
Glucocorticoid receptor binding - 0.4732 47.32%
Aromatase binding + 0.6829 68.29%
PPAR gamma + 0.7145 71.45%
Honey bee toxicity - 0.5775 57.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9746 97.46%

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 97.84% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.32% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.55% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.32% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.50% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.59% 95.89%
CHEMBL332 P03956 Matrix metalloproteinase-1 87.21% 94.50%
CHEMBL1871 P10275 Androgen Receptor 87.12% 96.43%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.15% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.92% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.15% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.69% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.27% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 82.78% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.33% 92.94%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.96% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 80.93% 94.73%
CHEMBL5028 O14672 ADAM10 80.15% 97.50%

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.
Beaucarnea recurvata
Dracaena draco

Cross-Links

Top
PubChem 10033521
LOTUS LTS0012677
wikiData Q105158152