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

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 a14d36d3-8194-4018-8e11-0a9587fa66a9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3R,4S,5S,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-6,16-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,18-triol
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)O)O)OC)COC
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)O)OC)COC
InChI InChI=1S/C24H39NO6/c1-5-25-10-22(11-29-2)7-6-15(31-4)24-13-8-12-14(30-3)9-23(28,16(13)18(12)26)17(21(24)25)19(27)20(22)24/h12-21,26-28H,5-11H2,1-4H3/t12-,13-,14+,15+,16-,17+,18+,19+,20-,21-,22+,23-,24+/m1/s1
InChI Key AUFPYCWNRDFSAE-SMCICNQZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H39NO6
Molecular Weight 437.60 g/mol
Exact Mass 437.27773796 g/mol
Topological Polar Surface Area (TPSA) 91.60 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.50
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8399 83.99%
Caco-2 - 0.6113 61.13%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.7408 74.08%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.9261 92.61%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5314 53.14%
P-glycoprotein inhibitior - 0.8957 89.57%
P-glycoprotein substrate + 0.6511 65.11%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4514 45.14%
CYP3A4 inhibition - 0.9356 93.56%
CYP2C9 inhibition - 0.8984 89.84%
CYP2C19 inhibition - 0.8889 88.89%
CYP2D6 inhibition - 0.9224 92.24%
CYP1A2 inhibition - 0.9230 92.30%
CYP2C8 inhibition + 0.5471 54.71%
CYP inhibitory promiscuity - 0.9489 94.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6314 63.14%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.7772 77.72%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6954 69.54%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.5991 59.91%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7257 72.57%
Acute Oral Toxicity (c) III 0.4756 47.56%
Estrogen receptor binding + 0.7488 74.88%
Androgen receptor binding + 0.6675 66.75%
Thyroid receptor binding + 0.6766 67.66%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6568 65.68%
PPAR gamma + 0.5995 59.95%
Honey bee toxicity - 0.8008 80.08%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.6766 67.66%

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 99.39% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.81% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.58% 85.14%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.56% 95.58%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.81% 96.38%
CHEMBL204 P00734 Thrombin 93.71% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.57% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.78% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 90.23% 95.93%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.76% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.13% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.46% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 87.38% 90.17%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 86.74% 98.99%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.26% 95.36%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.67% 97.14%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 83.91% 92.38%
CHEMBL1871 P10275 Androgen Receptor 83.36% 96.43%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.77% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.77% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.14% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.00% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.62% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.61% 94.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.60% 97.28%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 80.25% 82.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.11% 95.89%

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 liljestrandii
Pinus mugo

Cross-Links

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PubChem 101228826
NPASS NPC28785
LOTUS LTS0263239
wikiData Q104918889