(1R,2R,3R,4R,5S,6S,8R,9S,10S,13S,16R,17S,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol

Details

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Internal ID 038d61f6-ae08-424e-9ff4-715b69d9a464
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1R,2R,3R,4R,5S,6S,8R,9S,10S,13S,16R,17S,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)O)OC)O)C
SMILES (Isomeric) CCN1C[C@]2(CC[C@H]([C@]34[C@H]2[C@@H]([C@H]([C@@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@@H]6O)OC)O)OC)O)C
InChI InChI=1S/C23H37NO5/c1-5-24-10-21(2)7-6-14(25)23-12-8-11-13(28-3)9-22(27,15(12)17(11)26)16(20(23)24)18(29-4)19(21)23/h11-20,25-27H,5-10H2,1-4H3/t11-,12-,13+,14-,15-,16-,17-,18-,19+,20+,21-,22-,23-/m1/s1
InChI Key MAFISJYAUUZDMK-GYXKTGJPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H37NO5
Molecular Weight 407.50 g/mol
Exact Mass 407.26717328 g/mol
Topological Polar Surface Area (TPSA) 82.40 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.88
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,3R,4R,5S,6S,8R,9S,10S,13S,16R,17S,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8105 81.05%
Caco-2 - 0.5560 55.60%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.7486 74.86%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.9323 93.23%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7096 70.96%
P-glycoprotein inhibitior - 0.8927 89.27%
P-glycoprotein substrate + 0.6086 60.86%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4514 45.14%
CYP3A4 inhibition - 0.9534 95.34%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9236 92.36%
CYP2C8 inhibition - 0.5912 59.12%
CYP inhibitory promiscuity - 0.9675 96.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6337 63.37%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.7699 76.99%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6539 65.39%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5851 58.51%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8523 85.23%
Acute Oral Toxicity (c) III 0.4877 48.77%
Estrogen receptor binding + 0.6276 62.76%
Androgen receptor binding + 0.6387 63.87%
Thyroid receptor binding + 0.7338 73.38%
Glucocorticoid receptor binding - 0.4836 48.36%
Aromatase binding + 0.6343 63.43%
PPAR gamma + 0.5402 54.02%
Honey bee toxicity - 0.6807 68.07%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.6509 65.09%

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 99.43% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.33% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 98.27% 95.58%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.53% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.47% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.42% 85.14%
CHEMBL1871 P10275 Androgen Receptor 92.77% 96.43%
CHEMBL226 P30542 Adenosine A1 receptor 92.67% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.37% 94.45%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 90.29% 91.03%
CHEMBL204 P00734 Thrombin 90.13% 96.01%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.83% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 89.64% 90.17%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 89.42% 98.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.30% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.03% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.21% 92.86%
CHEMBL228 P31645 Serotonin transporter 85.61% 95.51%
CHEMBL2581 P07339 Cathepsin D 85.47% 98.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.13% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.09% 96.77%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.32% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.26% 90.24%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 84.20% 87.16%
CHEMBL4040 P28482 MAP kinase ERK2 84.13% 83.82%
CHEMBL2835 P23458 Tyrosine-protein kinase JAK1 82.59% 98.79%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.58% 82.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.32% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.27% 95.89%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.03% 97.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.87% 99.17%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.44% 88.81%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.05% 97.56%

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 pentagynum

Cross-Links

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PubChem 163104996
LOTUS LTS0221016
wikiData Q105160312