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(1S,2R,3R,4S,5S,6S,8R,12R,13S,16S,19S,20R)-14-ethyl-4-hydroxy-6,19-dimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-one

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 4bd69e1a-c072-4e98-997b-c16633e5a306
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2R,3R,4S,5S,6S,8R,12R,13S,16S,19S,20R)-14-ethyl-4-hydroxy-6,19-dimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-one
SMILES (Canonical) CCN1CC2(CCC(C34C2C(=O)C5(C31)C6(CC(C7CC4C6C7O)OC)OCO5)OC)COC
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C(=O)[C@@]5([C@H]31)[C@]6(C[C@@H]([C@H]7C[C@@H]4[C@@H]6[C@H]7O)OC)OCO5)OC)COC
InChI InChI=1S/C25H37NO7/c1-5-26-10-22(11-29-2)7-6-16(31-4)24-14-8-13-15(30-3)9-23(17(14)18(13)27)25(21(24)26,33-12-32-23)20(28)19(22)24/h13-19,21,27H,5-12H2,1-4H3/t13-,14-,15+,16+,17-,18+,19-,21+,22+,23-,24+,25-/m1/s1
InChI Key BZPQEKVHGGGNHJ-BWIDGEAMSA-N
Popularity 1 reference 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) 86.70 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.84
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,5S,6S,8R,12R,13S,16S,19S,20R)-14-ethyl-4-hydroxy-6,19-dimethoxy-16-(methoxymethyl)-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6674 66.74%
Caco-2 - 0.5129 51.29%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.5216 52.16%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8849 88.49%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8121 81.21%
P-glycoprotein inhibitior - 0.7454 74.54%
P-glycoprotein substrate + 0.5764 57.64%
CYP3A4 substrate + 0.7219 72.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7055 70.55%
CYP3A4 inhibition - 0.8780 87.80%
CYP2C9 inhibition - 0.8978 89.78%
CYP2C19 inhibition - 0.9044 90.44%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.9253 92.53%
CYP2C8 inhibition + 0.5987 59.87%
CYP inhibitory promiscuity - 0.9004 90.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5542 55.42%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9145 91.45%
Skin irritation - 0.7991 79.91%
Skin corrosion - 0.9368 93.68%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6995 69.95%
Micronuclear - 0.5200 52.00%
Hepatotoxicity - 0.6587 65.87%
skin sensitisation - 0.8649 86.49%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5811 58.11%
Acute Oral Toxicity (c) III 0.5479 54.79%
Estrogen receptor binding + 0.8332 83.32%
Androgen receptor binding + 0.7768 77.68%
Thyroid receptor binding + 0.7071 70.71%
Glucocorticoid receptor binding + 0.6355 63.55%
Aromatase binding + 0.6291 62.91%
PPAR gamma + 0.6363 63.63%
Honey bee toxicity - 0.6827 68.27%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.4256 42.56%

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 98.92% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.25% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.23% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.23% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.62% 97.09%
CHEMBL204 P00734 Thrombin 93.21% 96.01%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.69% 94.45%
CHEMBL230 P35354 Cyclooxygenase-2 90.30% 89.63%
CHEMBL226 P30542 Adenosine A1 receptor 88.33% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.28% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.18% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.92% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.47% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.57% 97.14%
CHEMBL1871 P10275 Androgen Receptor 86.46% 96.43%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.17% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.07% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.85% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.00% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.97% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 84.56% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.33% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.91% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.43% 94.33%

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 iliense

Cross-Links

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PubChem 102060375
LOTUS LTS0245601
wikiData Q104394335