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[3,5-Dihydroxy-2-[[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]oxan-4-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

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Internal ID d8f1386b-88e3-419d-8ee8-5c4dd943f2de
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [3,5-dihydroxy-2-[[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]oxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H74O15/c1-21(46)55-33-23(48)20-54-36(32(33)52)58-27-11-13-41(7)35(38(27,2)3)24(56-37-31(51)30(50)29(49)25(19-45)57-37)17-26-40(41,6)15-16-42(8)34(22(47)18-43(26,42)9)44(10)14-12-28(59-44)39(4,5)53/h22-37,45,47-53H,11-20H2,1-10H3
InChI Key CJKMMSPYKSRFSG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H74O15
Molecular Weight 843.00 g/mol
Exact Mass 842.50277165 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.93
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3,5-Dihydroxy-2-[[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]oxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7220 72.20%
Caco-2 - 0.8782 87.82%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8105 81.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8226 82.26%
OATP1B3 inhibitior + 0.9285 92.85%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior - 0.6846 68.46%
P-glycoprotein inhibitior + 0.7779 77.79%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7475 74.75%
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 + 0.6756 67.56%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6382 63.82%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.6858 68.58%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7570 75.70%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6634 66.34%
skin sensitisation - 0.9310 93.10%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.8208 82.08%
Acute Oral Toxicity (c) I 0.7095 70.95%
Estrogen receptor binding + 0.7043 70.43%
Androgen receptor binding + 0.7232 72.32%
Thyroid receptor binding - 0.5749 57.49%
Glucocorticoid receptor binding + 0.6770 67.70%
Aromatase binding + 0.6723 67.23%
PPAR gamma + 0.7451 74.51%
Honey bee toxicity - 0.5967 59.67%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8887 88.87%

Targets

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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
CHEMBL1914 P06276 Butyrylcholinesterase 98.01% 95.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 94.65% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.83% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.67% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.72% 96.61%
CHEMBL259 P32245 Melanocortin receptor 4 91.55% 95.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.85% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 88.01% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.30% 95.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.15% 82.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.98% 97.28%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.72% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.09% 89.00%
CHEMBL2581 P07339 Cathepsin D 84.90% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.54% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 83.91% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.52% 97.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.46% 96.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.52% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.98% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.94% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.24% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 80.50% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.47% 100.00%

Plants that contains it

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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

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PubChem 163076838
LOTUS LTS0236877
wikiData Q104961281