[(1S,2R,3R,4S,5R,6S,8R,9R,10R,13R,14R,16S,17S,18R)-14-hydroxy-4,6,8,16-tetramethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadec-11-en-18-yl] acetate

Details

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Internal ID 50bf6b57-5f59-4cfb-917b-76101de9795d
Taxonomy Organoheterocyclic compounds > Azepines
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9R,10R,13R,14R,16S,17S,18R)-14-hydroxy-4,6,8,16-tetramethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadec-11-en-18-yl] acetate
SMILES (Canonical) CC(=O)OC1C2C3C4(C1C(C=N3)(C(CC4OC)O)C)C5CC6C(CC2(C5C6OC)OC)OC
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]2[C@@H]3[C@@]4([C@H]1[C@](C=N3)([C@@H](C[C@@H]4OC)O)C)[C@@H]5C[C@@H]6[C@H](C[C@]2([C@H]5[C@H]6OC)OC)OC
InChI InChI=1S/C25H37NO7/c1-11(27)33-20-18-22-25(16(30-4)8-15(28)23(2,10-26-22)21(20)25)13-7-12-14(29-3)9-24(18,32-6)17(13)19(12)31-5/h10,12-22,28H,7-9H2,1-6H3/t12-,13-,14+,15-,16+,17-,18+,19+,20+,21-,22-,23-,24-,25+/m1/s1
InChI Key ZDTBMUYJSZFQIP-WRDBDSHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H37NO7
Molecular Weight 463.60 g/mol
Exact Mass 463.25700252 g/mol
Topological Polar Surface Area (TPSA) 95.80 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 8
H-Bond Donor 1
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,5R,6S,8R,9R,10R,13R,14R,16S,17S,18R)-14-hydroxy-4,6,8,16-tetramethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadec-11-en-18-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9547 95.47%
Caco-2 - 0.6502 65.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4888 48.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8975 89.75%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.7124 71.24%
P-glycoprotein inhibitior - 0.5919 59.19%
P-glycoprotein substrate + 0.5177 51.77%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8456 84.56%
CYP3A4 inhibition - 0.7497 74.97%
CYP2C9 inhibition - 0.9156 91.56%
CYP2C19 inhibition - 0.8789 87.89%
CYP2D6 inhibition - 0.9151 91.51%
CYP1A2 inhibition - 0.8111 81.11%
CYP2C8 inhibition + 0.5396 53.96%
CYP inhibitory promiscuity - 0.9710 97.10%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6032 60.32%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9393 93.93%
Skin irritation - 0.7192 71.92%
Skin corrosion - 0.9256 92.56%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3742 37.42%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5551 55.51%
skin sensitisation - 0.8473 84.73%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5972 59.72%
Acute Oral Toxicity (c) III 0.4590 45.90%
Estrogen receptor binding + 0.8405 84.05%
Androgen receptor binding + 0.6982 69.82%
Thyroid receptor binding + 0.6518 65.18%
Glucocorticoid receptor binding + 0.6811 68.11%
Aromatase binding + 0.6860 68.60%
PPAR gamma + 0.6913 69.13%
Honey bee toxicity - 0.6391 63.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity - 0.4241 42.41%

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 99.11% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.78% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.84% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.08% 94.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.53% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.20% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.95% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.60% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.93% 96.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.23% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.03% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.28% 99.23%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.32% 97.53%

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 gueneri

Cross-Links

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PubChem 163068580
LOTUS LTS0030246
wikiData Q105372692