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[(1S,5S,6R,8R,9S,11R,13R,14S,15S,16R,17S,18S,19R)-6,13,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-15-yl] 2-methylpropanoate

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 d157b015-83da-4290-9e2b-b2004b98a9d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids > Hetisine-type diterpenoid alkaloids
IUPAC Name [(1S,5S,6R,8R,9S,11R,13R,14S,15S,16R,17S,18S,19R)-6,13,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-15-yl] 2-methylpropanoate
SMILES (Canonical) CC(C)C(=O)OC1C2C3C4(CCCC35C6C17C(C5N2C4O)CC(C6O)C(=C)C7O)C
SMILES (Isomeric) CC(C)C(=O)O[C@@H]1[C@H]2[C@@H]3[C@@]4(CCC[C@@]35[C@H]6[C@]17[C@@H]([C@H]5N2[C@@H]4O)C[C@@H]([C@H]6O)C(=C)[C@H]7O)C
InChI InChI=1S/C24H33NO5/c1-9(2)20(28)30-19-13-15-22(4)6-5-7-23(15)16-14(26)11-8-12(17(23)25(13)21(22)29)24(16,19)18(27)10(11)3/h9,11-19,21,26-27,29H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15-,16+,17-,18-,19-,21-,22+,23+,24+/m1/s1
InChI Key JAONFTKYPDCXJH-JNADDAEVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H33NO5
Molecular Weight 415.50 g/mol
Exact Mass 415.23587315 g/mol
Topological Polar Surface Area (TPSA) 90.20 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,5S,6R,8R,9S,11R,13R,14S,15S,16R,17S,18S,19R)-6,13,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-15-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9296 92.96%
Caco-2 - 0.6049 60.49%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5123 51.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6393 63.93%
BSEP inhibitior - 0.6656 66.56%
P-glycoprotein inhibitior - 0.7497 74.97%
P-glycoprotein substrate - 0.5513 55.13%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.7226 72.26%
CYP2C9 inhibition - 0.7048 70.48%
CYP2C19 inhibition - 0.7269 72.69%
CYP2D6 inhibition - 0.9019 90.19%
CYP1A2 inhibition - 0.7364 73.64%
CYP2C8 inhibition + 0.5377 53.77%
CYP inhibitory promiscuity - 0.5478 54.78%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5724 57.24%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9420 94.20%
Skin irritation - 0.7219 72.19%
Skin corrosion - 0.9116 91.16%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6277 62.77%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5339 53.39%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5165 51.65%
Acute Oral Toxicity (c) III 0.5448 54.48%
Estrogen receptor binding + 0.7828 78.28%
Androgen receptor binding + 0.7203 72.03%
Thyroid receptor binding + 0.6257 62.57%
Glucocorticoid receptor binding + 0.7449 74.49%
Aromatase binding + 0.6612 66.12%
PPAR gamma + 0.6886 68.86%
Honey bee toxicity - 0.6713 67.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6855 68.55%
Fish aquatic toxicity + 0.9822 98.22%

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 97.92% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.13% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.04% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.88% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 91.48% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.31% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.70% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 86.54% 97.79%
CHEMBL204 P00734 Thrombin 86.31% 96.01%
CHEMBL2535 P11166 Glucose transporter 85.24% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.76% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.48% 95.89%
CHEMBL230 P35354 Cyclooxygenase-2 84.45% 89.63%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.25% 91.24%
CHEMBL299 P17252 Protein kinase C alpha 84.09% 98.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.46% 96.47%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.34% 95.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.26% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.93% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.72% 93.03%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.19% 95.50%
CHEMBL5028 O14672 ADAM10 80.50% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.39% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.29% 89.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.28% 98.33%

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.
Delphinium ternatum

Cross-Links

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PubChem 162952143
LOTUS LTS0144750
wikiData Q105123891