PlantaeDB Logo
Login Sign-up

[4-Hydroxy-6-[[16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,10,13,14-hexamethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,8,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate

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 992d5565-410b-4e05-abc0-f219040817f1
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [4-hydroxy-6-[[16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,10,13,14-hexamethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,8,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)C(CC5C4(CCC6(C5(CC(C6C7(CCC(O7)C(C)(C)O)C)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)C)OC(=O)C)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)C(CC5C4(CCC6(C5(CC(C6C7(CCC(O7)C(C)(C)O)C)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)C)OC(=O)C)O)O)O)O
InChI InChI=1S/C50H84O19/c1-22-31(54)34(57)36(59)41(63-22)68-38-33(56)27(64-23(2)52)21-62-43(38)67-29-12-14-47(8)40(44(29,3)4)25(65-42-37(60)35(58)32(55)26(20-51)66-42)18-28-46(47,7)16-17-48(9)39(24(53)19-49(28,48)10)50(11)15-13-30(69-50)45(5,6)61/h22,24-43,51,53-61H,12-21H2,1-11H3
InChI Key ZDQTXWGUDCCAQL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C50H84O19
Molecular Weight 989.20 g/mol
Exact Mass 988.56068045 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 0.78
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [4-Hydroxy-6-[[16-hydroxy-17-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,9,10,13,14-hexamethyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,5,6,7,8,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7220 72.20%
Caco-2 - 0.8822 88.22%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8105 81.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8216 82.16%
OATP1B3 inhibitior + 0.9285 92.85%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior + 0.7996 79.96%
P-glycoprotein inhibitior + 0.7620 76.20%
P-glycoprotein substrate + 0.5802 58.02%
CYP3A4 substrate + 0.7491 74.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8898 88.98%
CYP3A4 inhibition - 0.8813 88.13%
CYP2C9 inhibition - 0.8806 88.06%
CYP2C19 inhibition - 0.9007 90.07%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.9311 93.11%
CYP2C8 inhibition + 0.7123 71.23%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6382 63.82%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.6858 68.58%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6934 69.34%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7009 70.09%
skin sensitisation - 0.9310 93.10%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9127 91.27%
Acute Oral Toxicity (c) I 0.7095 70.95%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.7330 73.30%
Thyroid receptor binding - 0.5293 52.93%
Glucocorticoid receptor binding + 0.7369 73.69%
Aromatase binding + 0.6533 65.33%
PPAR gamma + 0.7950 79.50%
Honey bee toxicity - 0.5698 56.98%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8887 88.87%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 97.35% 95.00%
CHEMBL220 P22303 Acetylcholinesterase 95.54% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.30% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.85% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.55% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.18% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.12% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.90% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.84% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.84% 97.09%
CHEMBL259 P32245 Melanocortin receptor 4 90.07% 95.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.41% 91.24%
CHEMBL2581 P07339 Cathepsin D 88.20% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.27% 92.94%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.23% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.82% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.54% 91.07%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.85% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.74% 95.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.43% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.11% 93.04%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.04% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.78% 95.58%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.82% 97.28%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.66% 97.31%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.49% 97.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.48% 95.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.02% 95.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.86% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.80% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.45% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.16% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.11% 96.77%

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.
Astragalus sieversianus

Cross-Links

Top
PubChem 162850172
LOTUS LTS0233150
wikiData Q105372618