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[5-Hydroxy-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]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-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 587503a9-a8a1-4ca2-b90e-a60b6c6875a7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name [5-hydroxy-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]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-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)O)OC(=O)C)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)O)OC(=O)C)O)O)O
InChI InChI=1S/C50H84O19/c1-22-31(55)33(57)35(59)41(63-22)68-38-37(64-23(2)52)25(54)21-62-43(38)67-29-12-14-47(8)40(44(29,3)4)26(65-42-36(60)34(58)32(56)27(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 VOPSODFJWSSAIG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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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

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There are no found synonyms.

2D Structure

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2D Structure of [5-Hydroxy-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]-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-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 - 0.8843 88.43%
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 + 0.8181 81.81%
OATP1B3 inhibitior + 0.9285 92.85%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7037 70.37%
BSEP inhibitior + 0.6335 63.35%
P-glycoprotein inhibitior + 0.7641 76.41%
P-glycoprotein substrate + 0.5673 56.73%
CYP3A4 substrate + 0.7496 74.96%
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 + 0.7020 70.20%
CYP inhibitory promiscuity - 0.9547 95.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6382 63.82%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.6858 68.58%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7379 73.79%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7134 71.34%
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 - 0.8821 88.21%
Acute Oral Toxicity (c) I 0.7095 70.95%
Estrogen receptor binding + 0.7699 76.99%
Androgen receptor binding + 0.7275 72.75%
Thyroid receptor binding - 0.5068 50.68%
Glucocorticoid receptor binding + 0.7482 74.82%
Aromatase binding + 0.6674 66.74%
PPAR gamma + 0.7978 79.78%
Honey bee toxicity - 0.5702 57.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.90% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 96.47% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.48% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.32% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.10% 86.33%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.39% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.13% 91.24%
CHEMBL259 P32245 Melanocortin receptor 4 91.44% 95.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.41% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.82% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.89% 97.36%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 87.17% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.79% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.38% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.51% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 84.50% 91.19%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 84.44% 95.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.18% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.69% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.22% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 82.57% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.38% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.17% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.14% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.96% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.76% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.53% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.49% 97.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.15% 95.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.85% 95.89%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.25% 92.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.23% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 80.23% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.22% 92.62%

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 163019465
LOTUS LTS0272364
wikiData Q105290339