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[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl] carbamate

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 9c5e5041-5428-4918-b835-944d94bf126e
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl] carbamate
SMILES (Canonical) CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=C(C=C2)O)C1)C)OC)OC(=O)N)C)C)O)OC
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=C(C=C2)O)C1)/C)OC)OC(=O)N)\C)C)O)OC
InChI InChI=1S/C28H40N2O7/c1-16-12-20-15-21(10-11-22(20)31)30-27(33)17(2)8-7-9-23(35-5)26(37-28(29)34)19(4)14-18(3)25(32)24(13-16)36-6/h7-11,14-16,18,23-26,31-32H,12-13H2,1-6H3,(H2,29,34)(H,30,33)/b9-7-,17-8+,19-14+/t16-,18+,23+,24+,25-,26+/m1/s1
InChI Key FOTHSRVGKSQOSD-XJQIMXLASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40N2O7
Molecular Weight 516.60 g/mol
Exact Mass 516.28355162 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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SCHEMBL13009114

2D Structure

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2D Structure of [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13,19-dihydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl] carbamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9559 95.59%
Caco-2 - 0.7318 73.18%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.4496 44.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9069 90.69%
OATP1B3 inhibitior + 0.9284 92.84%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9271 92.71%
P-glycoprotein inhibitior + 0.8860 88.60%
P-glycoprotein substrate + 0.8775 87.75%
CYP3A4 substrate + 0.6856 68.56%
CYP2C9 substrate - 0.5966 59.66%
CYP2D6 substrate - 0.8659 86.59%
CYP3A4 inhibition - 0.8599 85.99%
CYP2C9 inhibition - 0.7207 72.07%
CYP2C19 inhibition - 0.7572 75.72%
CYP2D6 inhibition - 0.8640 86.40%
CYP1A2 inhibition - 0.6978 69.78%
CYP2C8 inhibition + 0.6746 67.46%
CYP inhibitory promiscuity - 0.9491 94.91%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.8707 87.07%
Carcinogenicity (trinary) Non-required 0.5661 56.61%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9511 95.11%
Skin irritation - 0.7965 79.65%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5268 52.68%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5711 57.11%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7809 78.09%
Acute Oral Toxicity (c) III 0.5729 57.29%
Estrogen receptor binding + 0.7905 79.05%
Androgen receptor binding + 0.7945 79.45%
Thyroid receptor binding + 0.6629 66.29%
Glucocorticoid receptor binding + 0.8788 87.88%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7411 74.11%
Honey bee toxicity - 0.7074 70.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9647 96.47%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 2.5 nM
 Kd
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.20% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.02% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.05% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.16% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.25% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.19% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.89% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 92.82% 91.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.96% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.76% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.74% 95.89%
CHEMBL2535 P11166 Glucose transporter 90.21% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.49% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.21% 93.03%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 87.41% 97.53%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.16% 96.77%
CHEMBL2581 P07339 Cathepsin D 86.45% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.15% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.03% 94.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.42% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.22% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.17% 97.21%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.33% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.03% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.84% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.73% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.06% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 24992372
LOTUS LTS0044970
wikiData Q104998935