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2-[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl]acetamide

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 e3af8f63-e2c4-4151-84d5-4fc6546c5776
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name 2-[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl]acetamide
SMILES (Canonical) CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)C)OC)CC(=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(=O)C(=C(C1)C2=O)OC)/C)OC)CC(=O)N)\C)C)O)OC
InChI InChI=1S/C30H42N2O8/c1-16-11-21-28(36)22(15-23(33)29(21)40-7)32-30(37)17(2)9-8-10-24(38-5)20(14-26(31)34)18(3)13-19(4)27(35)25(12-16)39-6/h8-10,13,15-16,19-20,24-25,27,35H,11-12,14H2,1-7H3,(H2,31,34)(H,32,37)/b10-8-,17-9+,18-13+/t16-,19+,20+,24+,25+,27-/m1/s1
InChI Key QSAMODLUYGNFJU-LEBIDKMGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H42N2O8
Molecular Weight 558.70 g/mol
Exact Mass 558.29411630 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.44
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9480 94.80%
Caco-2 - 0.7392 73.92%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5150 51.50%
OATP2B1 inhibitior - 0.7208 72.08%
OATP1B1 inhibitior + 0.8672 86.72%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9786 97.86%
P-glycoprotein inhibitior + 0.9251 92.51%
P-glycoprotein substrate + 0.8685 86.85%
CYP3A4 substrate + 0.6913 69.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8829 88.29%
CYP3A4 inhibition - 0.8708 87.08%
CYP2C9 inhibition - 0.8817 88.17%
CYP2C19 inhibition - 0.8355 83.55%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.8825 88.25%
CYP2C8 inhibition + 0.5337 53.37%
CYP inhibitory promiscuity - 0.9378 93.78%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5519 55.19%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9485 94.85%
Skin irritation - 0.7609 76.09%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5779 57.79%
Micronuclear + 0.7800 78.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8728 87.28%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6651 66.51%
Acute Oral Toxicity (c) III 0.6701 67.01%
Estrogen receptor binding + 0.7824 78.24%
Androgen receptor binding + 0.7182 71.82%
Thyroid receptor binding + 0.5667 56.67%
Glucocorticoid receptor binding + 0.8623 86.23%
Aromatase binding + 0.5815 58.15%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.7039 70.39%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity - 0.6982 69.82%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.40% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.19% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.87% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.03% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.30% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.13% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.11% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.24% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.87% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.97% 96.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.43% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.42% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.33% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 85.11% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.96% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.20% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.94% 86.33%
CHEMBL2535 P11166 Glucose transporter 82.88% 98.75%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.05% 96.67%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.83% 94.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.14% 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.
There are no matching plants.

Cross-Links

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PubChem 6518177
LOTUS LTS0182230
wikiData Q105226823