PlantaeDB Logo
Login Sign-up

(1R,2R,3'S,4S,5'R,6S,7S,8S,9S,10S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-2,3',8,10-tetrol

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 cbcd90c9-a566-4194-a999-6141c7b3564d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2R,3'S,4S,5'R,6S,7S,8S,9S,10S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-2,3',8,10-tetrol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H62O16/c1-16-10-25(42)39(50-15-16)18(3)38(49)26(55-39)13-37(48)21-7-6-19-11-20(8-9-35(19,4)22(21)12-24(41)36(37,38)5)52-34-32(30(46)28(44)23(14-40)53-34)54-33-31(47)29(45)27(43)17(2)51-33/h6,16-18,20-34,40-49H,7-15H2,1-5H3/t16-,17+,18+,20+,21-,22+,23-,24+,25+,26+,27+,28-,29-,30+,31-,32-,33+,34-,35+,36+,37-,38-,39+/m1/s1
InChI Key VFFHIACKVGDJGJ-FQOZYXCHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C39H62O16
Molecular Weight 786.90 g/mol
Exact Mass 786.40378589 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.44
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,2R,3'S,4S,5'R,6S,7S,8S,9S,10S,12S,13R,16S)-16-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-2,3',8,10-tetrol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8632 86.32%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7471 74.71%
P-glycoprotein inhibitior + 0.7216 72.16%
P-glycoprotein substrate + 0.6475 64.75%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.7184 71.84%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9137 91.37%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7761 77.61%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.7139 71.39%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8009 80.09%
Androgen receptor binding + 0.7660 76.60%
Thyroid receptor binding - 0.5360 53.60%
Glucocorticoid receptor binding + 0.5440 54.40%
Aromatase binding + 0.6552 65.52%
PPAR gamma + 0.7320 73.20%
Honey bee toxicity - 0.6356 63.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.90% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.41% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.15% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.93% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 94.16% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.35% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.35% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.62% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.82% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.37% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.57% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.28% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.91% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.84% 92.94%
CHEMBL2581 P07339 Cathepsin D 85.25% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.91% 96.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.21% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.89% 94.23%
CHEMBL5255 O00206 Toll-like receptor 4 80.99% 92.50%

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.
Dioscorea polygonoides

Cross-Links

Top
PubChem 10876485
LOTUS LTS0274939
wikiData Q105285228