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[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-aminobenzoate

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 6c21a834-cf2f-4e9d-90a6-3a17fe48caa8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-aminobenzoate
SMILES (Canonical) COC1CCC2(C3C14C5CC6C(CC(C5C6OC)(C(C3OC)(C4NC2=O)O)O)OC)COC(=O)C7=CC=CC=C7N
SMILES (Isomeric) CO[C@H]1CC[C@@]2([C@@H]3[C@]14[C@@H]5C[C@@H]6[C@H](C[C@@]([C@H]5[C@H]6OC)([C@@]([C@H]3OC)([C@H]4NC2=O)O)O)OC)COC(=O)C7=CC=CC=C7N
InChI InChI=1S/C30H40N2O9/c1-37-18-12-28(35)20-16(11-15(18)21(20)39-3)29-19(38-2)9-10-27(13-41-24(33)14-7-5-6-8-17(14)31)22(29)23(40-4)30(28,36)25(29)32-26(27)34/h5-8,15-16,18-23,25,35-36H,9-13,31H2,1-4H3,(H,32,34)/t15-,16-,18+,19+,20-,21+,22-,23+,25+,27+,28-,29+,30-/m1/s1
InChI Key PNGXSCHADQAXDZ-UVJBQYCNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H40N2O9
Molecular Weight 572.60 g/mol
Exact Mass 572.27338086 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.51
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17S,18S)-8,9-dihydroxy-4,6,16,18-tetramethoxy-12-oxo-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-aminobenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7263 72.63%
Caco-2 - 0.8205 82.05%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.5270 52.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8688 86.88%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8034 80.34%
P-glycoprotein inhibitior + 0.5854 58.54%
P-glycoprotein substrate + 0.7188 71.88%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 0.5804 58.04%
CYP2D6 substrate - 0.8309 83.09%
CYP3A4 inhibition - 0.8626 86.26%
CYP2C9 inhibition - 0.8551 85.51%
CYP2C19 inhibition - 0.8274 82.74%
CYP2D6 inhibition - 0.9315 93.15%
CYP1A2 inhibition - 0.8075 80.75%
CYP2C8 inhibition + 0.7359 73.59%
CYP inhibitory promiscuity - 0.9093 90.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6651 66.51%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9394 93.94%
Skin irritation - 0.7791 77.91%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5752 57.52%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5923 59.23%
skin sensitisation - 0.8718 87.18%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7612 76.12%
Acute Oral Toxicity (c) III 0.6186 61.86%
Estrogen receptor binding + 0.8503 85.03%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding + 0.6432 64.32%
Aromatase binding + 0.7467 74.67%
PPAR gamma + 0.7764 77.64%
Honey bee toxicity - 0.7160 71.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7808 78.08%

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 99.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.26% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.15% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.04% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.77% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.75% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.91% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 88.50% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 88.50% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 88.29% 98.03%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.04% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.79% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.95% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.51% 99.23%
CHEMBL204 P00734 Thrombin 84.20% 96.01%
CHEMBL2581 P07339 Cathepsin D 83.82% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 83.45% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.11% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.31% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.24% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.70% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.06% 93.00%

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 elatum

Cross-Links

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PubChem 101630686
LOTUS LTS0199530
wikiData Q105211928