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(1S,2S,5S,7R,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol

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 e642f295-092d-4a43-b5b9-68ab10fcc628
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,5S,7R,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol
SMILES (Canonical) CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)O)C)C
SMILES (Isomeric) CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@@]45[C@@H]3N[C@@H]1[C@@]2([C@@H]4CCC5)CC[C@@H]6[C@@]7(CC[C@@H]([C@]6([C@@H](O7)O)C)O)C)C
InChI InChI=1S/C30H49NO3/c1-17(2)18-8-13-26(3)19-9-15-29-12-6-7-21(29)30(26,23(18)31-24(19)29)16-10-20-27(4)14-11-22(32)28(20,5)25(33)34-27/h17-25,31-33H,6-16H2,1-5H3/t18-,19-,20-,21-,22+,23+,24-,25-,26+,27+,28+,29-,30+/m1/s1
InChI Key NGQBCWWMQTVHRV-NUQPQRFOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H49NO3
Molecular Weight 471.70 g/mol
Exact Mass 471.37124443 g/mol
Topological Polar Surface Area (TPSA) 61.70 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.26
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,7R,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9432 94.32%
Caco-2 - 0.7034 70.34%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.4785 47.85%
OATP2B1 inhibitior - 0.5791 57.91%
OATP1B1 inhibitior + 0.8737 87.37%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5387 53.87%
P-glycoprotein inhibitior - 0.7038 70.38%
P-glycoprotein substrate + 0.5436 54.36%
CYP3A4 substrate + 0.6819 68.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6895 68.95%
CYP3A4 inhibition - 0.9598 95.98%
CYP2C9 inhibition - 0.8853 88.53%
CYP2C19 inhibition - 0.8673 86.73%
CYP2D6 inhibition - 0.9250 92.50%
CYP1A2 inhibition - 0.9128 91.28%
CYP2C8 inhibition + 0.5842 58.42%
CYP inhibitory promiscuity - 0.8656 86.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6151 61.51%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9118 91.18%
Skin irritation - 0.7092 70.92%
Skin corrosion - 0.8841 88.41%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5105 51.05%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6014 60.14%
skin sensitisation - 0.8193 81.93%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8581 85.81%
Acute Oral Toxicity (c) III 0.5242 52.42%
Estrogen receptor binding + 0.7214 72.14%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding + 0.5776 57.76%
Glucocorticoid receptor binding + 0.6737 67.37%
Aromatase binding + 0.7991 79.91%
PPAR gamma + 0.6345 63.45%
Honey bee toxicity - 0.7554 75.54%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.7794 77.94%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.80% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.07% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.27% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.43% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.61% 98.95%
CHEMBL233 P35372 Mu opioid receptor 90.55% 97.93%
CHEMBL221 P23219 Cyclooxygenase-1 89.44% 90.17%
CHEMBL4072 P07858 Cathepsin B 89.14% 93.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.14% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.06% 96.95%
CHEMBL1937 Q92769 Histone deacetylase 2 88.73% 94.75%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.69% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 88.60% 97.79%
CHEMBL3837 P07711 Cathepsin L 88.48% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.19% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.03% 95.56%
CHEMBL1871 P10275 Androgen Receptor 85.98% 96.43%
CHEMBL259 P32245 Melanocortin receptor 4 85.53% 95.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.70% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.60% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 83.83% 95.93%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.78% 92.88%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.11% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.73% 88.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.28% 96.38%
CHEMBL237 P41145 Kappa opioid receptor 81.23% 98.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.90% 85.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.72% 95.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.65% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 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.
Daphniphyllum pentandrum

Cross-Links

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PubChem 163105187
LOTUS LTS0102021
wikiData Q105179090