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[(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-11-ethyl-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (E)-3-phenylprop-2-enoate

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 d14c2b2f-df96-45c6-8111-46fc7fc18e92
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-11-ethyl-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (E)-3-phenylprop-2-enoate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6(CC4C5C6OC(=O)C=CC7=CC=CC=C7)O)OC)OC(=O)C)OC)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@]6(C[C@@H]4[C@@H]5[C@H]6OC(=O)/C=C/C7=CC=CC=C7)O)OC)OC(=O)C)OC)OC)COC
InChI InChI=1S/C36H49NO9/c1-7-37-19-33(20-41-3)16-15-24(42-4)36-23-17-34(40)25(43-5)18-35(46-21(2)38,28(31(36)37)29(44-6)30(33)36)27(23)32(34)45-26(39)14-13-22-11-9-8-10-12-22/h8-14,23-25,27-32,40H,7,15-20H2,1-6H3/b14-13+/t23-,24+,25+,27-,28+,29+,30-,31-,32-,33+,34+,35-,36+/m1/s1
InChI Key TUDVGRLJFDPGNJ-VGAWPALCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H49NO9
Molecular Weight 639.80 g/mol
Exact Mass 639.34073214 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-11-ethyl-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (E)-3-phenylprop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9355 93.55%
Caco-2 - 0.7945 79.45%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.4602 46.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7099 70.99%
BSEP inhibitior + 0.9899 98.99%
P-glycoprotein inhibitior + 0.7263 72.63%
P-glycoprotein substrate + 0.6493 64.93%
CYP3A4 substrate + 0.7055 70.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8194 81.94%
CYP3A4 inhibition - 0.6130 61.30%
CYP2C9 inhibition - 0.9034 90.34%
CYP2C19 inhibition - 0.9061 90.61%
CYP2D6 inhibition - 0.8957 89.57%
CYP1A2 inhibition - 0.9228 92.28%
CYP2C8 inhibition + 0.8235 82.35%
CYP inhibitory promiscuity - 0.9541 95.41%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5637 56.37%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.7636 76.36%
Skin corrosion - 0.9424 94.24%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8282 82.82%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.5368 53.68%
skin sensitisation - 0.8739 87.39%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8546 85.46%
Acute Oral Toxicity (c) III 0.3902 39.02%
Estrogen receptor binding + 0.8398 83.98%
Androgen receptor binding + 0.7347 73.47%
Thyroid receptor binding + 0.5903 59.03%
Glucocorticoid receptor binding - 0.4711 47.11%
Aromatase binding + 0.7279 72.79%
PPAR gamma + 0.7712 77.12%
Honey bee toxicity - 0.8159 81.59%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5845 58.45%
Fish aquatic toxicity + 0.9203 92.03%

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 99.49% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.45% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.82% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 96.88% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.51% 85.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 93.52% 94.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.76% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.44% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.18% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 91.31% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.70% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.41% 95.56%
CHEMBL5028 O14672 ADAM10 87.15% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.01% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.95% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.74% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.82% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.02% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.72% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 80.56% 91.19%

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 pictum

Cross-Links

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PubChem 101600178
LOTUS LTS0141494
wikiData Q105264683