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16-[3,4-Dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-19-one

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 2d52cfc2-58d6-46ea-85bd-75f2c219918f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name 16-[3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-19-one
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
SMILES (Isomeric) CC1C2C(CC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)O
InChI InChI=1S/C50H82O24/c1-19(16-66-45-40(62)36(58)34(56)29(14-51)70-45)5-10-50(65)20(2)32-28(74-50)13-24-22-12-26(53)25-11-21(6-8-48(25,3)23(22)7-9-49(24,32)4)69-46-42(64)38(60)43(73-47-41(63)37(59)35(57)30(15-52)71-47)31(72-46)18-68-44-39(61)33(55)27(54)17-67-44/h19-25,27-47,51-52,54-65H,5-18H2,1-4H3
InChI Key YTWIJBBFEGGAPU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H82O24
Molecular Weight 1067.20 g/mol
Exact Mass 1066.51960348 g/mol
Topological Polar Surface Area (TPSA) 383.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -4.14
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 16-[3,4-Dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-6-hydroxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-19-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8823 88.23%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 0.8739 87.39%
OATP1B1 inhibitior + 0.8538 85.38%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8131 81.31%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate + 0.6686 66.86%
CYP3A4 substrate + 0.7541 75.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6566 65.66%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6926 69.26%
Human Ether-a-go-go-Related Gene inhibition + 0.7873 78.73%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7158 71.58%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9071 90.71%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8588 85.88%
Androgen receptor binding + 0.6878 68.78%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7017 70.17%
Aromatase binding + 0.6843 68.43%
PPAR gamma + 0.7849 78.49%
Honey bee toxicity - 0.5992 59.92%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8173 81.73%

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 98.95% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.14% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.19% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.80% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.47% 96.61%
CHEMBL2581 P07339 Cathepsin D 93.38% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.53% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.07% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.17% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.53% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 89.96% 93.18%
CHEMBL1914 P06276 Butyrylcholinesterase 89.68% 95.00%
CHEMBL220 P22303 Acetylcholinesterase 89.54% 94.45%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.03% 92.86%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 88.63% 92.32%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.29% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.14% 93.04%
CHEMBL2996 Q05655 Protein kinase C delta 87.07% 97.79%
CHEMBL5255 O00206 Toll-like receptor 4 86.83% 92.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.68% 96.21%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.05% 96.47%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.60% 96.90%
CHEMBL3837 P07711 Cathepsin L 85.33% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.32% 97.14%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.44% 97.29%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.06% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 84.05% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.64% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.35% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.29% 96.43%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 83.03% 87.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.60% 95.56%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.83% 95.58%
CHEMBL237 P41145 Kappa opioid receptor 80.76% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.69% 92.62%
CHEMBL204 P00734 Thrombin 80.26% 96.01%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.17% 92.78%

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.
Smilax sieboldii

Cross-Links

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PubChem 163008202
LOTUS LTS0040642
wikiData Q82956263