4-Ethyl-5,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

Details

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Internal ID 7ce23e96-b522-4f48-b904-bf8299790e65
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name 4-ethyl-5,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
SMILES (Canonical) CCC1C(C(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)C)O
SMILES (Isomeric) CCC1C(C(C(C(=O)OCC2=CCN(CCC(C2=O)OC1=O)C)(C)O)C)O
InChI InChI=1S/C19H29NO7/c1-5-13-15(21)11(2)19(3,25)18(24)26-10-12-6-8-20(4)9-7-14(16(12)22)27-17(13)23/h6,11,13-15,21,25H,5,7-10H2,1-4H3
InChI Key GUCAZZVOPNEPFJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H29NO7
Molecular Weight 383.40 g/mol
Exact Mass 383.19440226 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.06
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Ethyl-5,7-dihydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7723 77.23%
Caco-2 + 0.6401 64.01%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5208 52.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9285 92.85%
OATP1B3 inhibitior + 0.9237 92.37%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.5093 50.93%
P-glycoprotein inhibitior - 0.6797 67.97%
P-glycoprotein substrate - 0.5145 51.45%
CYP3A4 substrate + 0.6136 61.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8353 83.53%
CYP3A4 inhibition - 0.8079 80.79%
CYP2C9 inhibition - 0.8533 85.33%
CYP2C19 inhibition - 0.8593 85.93%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.8603 86.03%
CYP2C8 inhibition - 0.9285 92.85%
CYP inhibitory promiscuity - 0.9866 98.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Danger 0.7101 71.01%
Eye corrosion - 0.9812 98.12%
Eye irritation - 0.9715 97.15%
Skin irritation - 0.7289 72.89%
Skin corrosion - 0.9205 92.05%
Ames mutagenesis + 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7773 77.73%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.9750 97.50%
skin sensitisation - 0.8307 83.07%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6534 65.34%
Acute Oral Toxicity (c) III 0.4812 48.12%
Estrogen receptor binding + 0.6340 63.40%
Androgen receptor binding + 0.5262 52.62%
Thyroid receptor binding - 0.6894 68.94%
Glucocorticoid receptor binding + 0.7097 70.97%
Aromatase binding - 0.6436 64.36%
PPAR gamma - 0.6372 63.72%
Honey bee toxicity - 0.8771 87.71%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7394 73.94%

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 97.14% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.96% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.14% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.77% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.25% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.82% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.50% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.63% 95.89%
CHEMBL1871 P10275 Androgen Receptor 84.79% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.81% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.18% 97.09%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.92% 94.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.80% 94.80%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.45% 86.00%

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.
Syneilesis aconitifolia

Cross-Links

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PubChem 78410037
LOTUS LTS0145056
wikiData Q105019976