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(1R,2S,4S,7S,8R,9S,12S,13R,16S,18S)-7,9,13-trimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,19-dione

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 bd72d959-f01e-48f7-8473-67211fa834a4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1R,2S,4S,7S,8R,9S,12S,13R,16S,18S)-7,9,13-trimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,19-dione
SMILES (Canonical) CC1C2C(CC3C2(CCC4C3CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC1=O
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC(=O)[C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)OC1=O
InChI InChI=1S/C28H42O9/c1-12-21-19(36-25(12)34)10-16-14-9-18(30)17-8-13(4-6-27(17,2)15(14)5-7-28(16,21)3)35-26-24(33)23(32)22(31)20(11-29)37-26/h12-17,19-24,26,29,31-33H,4-11H2,1-3H3/t12-,13-,14+,15-,16-,17+,19-,20+,21-,22+,23-,24+,26+,27+,28-/m0/s1
InChI Key ONBRIFZMYQBQEW-LTQYEASSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O9
Molecular Weight 522.60 g/mol
Exact Mass 522.28288291 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,7S,8R,9S,12S,13R,16S,18S)-7,9,13-trimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,19-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5439 54.39%
Caco-2 - 0.8322 83.22%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8316 83.16%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.9352 93.52%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.6104 61.04%
P-glycoprotein inhibitior - 0.4540 45.40%
P-glycoprotein substrate - 0.6828 68.28%
CYP3A4 substrate + 0.7279 72.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8866 88.66%
CYP3A4 inhibition - 0.8852 88.52%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.9226 92.26%
CYP2D6 inhibition - 0.9651 96.51%
CYP1A2 inhibition - 0.9050 90.50%
CYP2C8 inhibition - 0.6476 64.76%
CYP inhibitory promiscuity - 0.9518 95.18%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6580 65.80%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9444 94.44%
Skin irritation - 0.6200 62.00%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.7802 78.02%
Human Ether-a-go-go-Related Gene inhibition + 0.7326 73.26%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6072 60.72%
skin sensitisation - 0.9512 95.12%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6979 69.79%
Acute Oral Toxicity (c) I 0.5992 59.92%
Estrogen receptor binding + 0.7125 71.25%
Androgen receptor binding + 0.6799 67.99%
Thyroid receptor binding - 0.6080 60.80%
Glucocorticoid receptor binding + 0.6731 67.31%
Aromatase binding + 0.5964 59.64%
PPAR gamma - 0.5348 53.48%
Honey bee toxicity - 0.6491 64.91%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9258 92.58%

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 97.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.21% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.48% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.50% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.64% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.98% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.88% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 88.31% 92.50%
CHEMBL237 P41145 Kappa opioid receptor 86.95% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.03% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.93% 93.04%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.35% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.34% 94.45%
CHEMBL204 P00734 Thrombin 85.07% 96.01%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.02% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.50% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.49% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 82.26% 94.45%
CHEMBL2581 P07339 Cathepsin D 82.07% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.35% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 102484779
LOTUS LTS0060995
wikiData Q105194585