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(2R,3R,6S,8R,12R,16S,20R,21S)-14-ethyl-6,19,21-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-ol

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 f06ebc82-9049-4726-ab8c-5f0781b6624e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (2R,3R,6S,8R,12R,16S,20R,21S)-14-ethyl-6,19,21-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-ol
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4C6C7O)OC)OCO5)OC)OC)COC
SMILES (Isomeric) CCN1C[C@@]2(CCC(C34[C@@H]2[C@@H]([C@]5(C31)[C@]6(C[C@@H](C7C[C@@H]4[C@@H]6C7O)OC)OCO5)OC)OC)COC
InChI InChI=1S/C26H41NO7/c1-6-27-11-23(12-29-2)8-7-17(31-4)25-15-9-14-16(30-3)10-24(18(15)19(14)28)26(22(25)27,34-13-33-24)21(32-5)20(23)25/h14-22,28H,6-13H2,1-5H3/t14?,15-,16+,17?,18-,19?,20-,21+,22?,23+,24-,25?,26+/m1/s1
InChI Key WWIDDPZEOXMSQE-HSRHHWRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H41NO7
Molecular Weight 479.60 g/mol
Exact Mass 479.28830265 g/mol
Topological Polar Surface Area (TPSA) 78.80 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,6S,8R,12R,16S,20R,21S)-14-ethyl-6,19,21-trimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6355 63.55%
Caco-2 - 0.5914 59.14%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Lysosomes 0.5503 55.03%
OATP2B1 inhibitior - 0.8576 85.76%
OATP1B1 inhibitior + 0.8997 89.97%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7612 76.12%
P-glycoprotein inhibitior - 0.8585 85.85%
P-glycoprotein substrate + 0.6214 62.14%
CYP3A4 substrate + 0.7136 71.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3849 38.49%
CYP3A4 inhibition - 0.9027 90.27%
CYP2C9 inhibition - 0.8906 89.06%
CYP2C19 inhibition - 0.8992 89.92%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9127 91.27%
CYP2C8 inhibition + 0.6492 64.92%
CYP inhibitory promiscuity - 0.8809 88.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5616 56.16%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9001 90.01%
Skin irritation - 0.8034 80.34%
Skin corrosion - 0.9342 93.42%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6568 65.68%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6034 60.34%
skin sensitisation - 0.8640 86.40%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.5772 57.72%
Acute Oral Toxicity (c) III 0.5885 58.85%
Estrogen receptor binding + 0.7397 73.97%
Androgen receptor binding + 0.7580 75.80%
Thyroid receptor binding + 0.7029 70.29%
Glucocorticoid receptor binding + 0.5709 57.09%
Aromatase binding + 0.7022 70.22%
PPAR gamma + 0.6895 68.95%
Honey bee toxicity - 0.7216 72.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.5275 52.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.01% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.96% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.23% 85.14%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 94.39% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.33% 97.09%
CHEMBL204 P00734 Thrombin 91.15% 96.01%
CHEMBL226 P30542 Adenosine A1 receptor 90.21% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.18% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.83% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 89.82% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.61% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.59% 95.58%
CHEMBL2996 Q05655 Protein kinase C delta 87.83% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.05% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.37% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.09% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.63% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.33% 96.77%
CHEMBL259 P32245 Melanocortin receptor 4 82.96% 95.38%
CHEMBL3820 P35557 Hexokinase type IV 82.49% 91.96%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.41% 95.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.34% 86.33%
CHEMBL1871 P10275 Androgen Receptor 81.94% 96.43%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.41% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.04% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.70% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.38% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.18% 89.62%

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.
Aconitum carmichaelii
Delphinium brunonianum

Cross-Links

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PubChem 5316482
NPASS NPC264941
LOTUS LTS0239286
wikiData Q105314041