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(12S,13S,16S)-9-ethyl-4,12-dihydroxy-3,13,16-trimethyl-14-oxa-20-azatetracyclo[19.3.1.05,24.016,22]pentacosa-1(24),2,4,10,17,21-hexaene-6,15,19,23,25-pentone

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 f5fdd46e-a479-44b9-af8e-b977cc6b3e96
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (12S,13S,16S)-9-ethyl-4,12-dihydroxy-3,13,16-trimethyl-14-oxa-20-azatetracyclo[19.3.1.05,24.016,22]pentacosa-1(24),2,4,10,17,21-hexaene-6,15,19,23,25-pentone
SMILES (Canonical) CCC1CCC(=O)C2=C(C(=CC3=C2C(=O)C4=C(C3=O)NC(=O)C=CC4(C(=O)OC(C(C=C1)O)C)C)C)O
SMILES (Isomeric) CCC1CCC(=O)C2=C(C(=CC3=C2C(=O)C4=C(C3=O)NC(=O)C=C[C@@]4(C(=O)O[C@H]([C@H](C=C1)O)C)C)C)O
InChI InChI=1S/C28H29NO8/c1-5-15-6-8-17(30)14(3)37-27(36)28(4)11-10-19(32)29-23-22(28)26(35)20-16(25(23)34)12-13(2)24(33)21(20)18(31)9-7-15/h6,8,10-12,14-15,17,30,33H,5,7,9H2,1-4H3,(H,29,32)/t14-,15?,17-,28-/m0/s1
InChI Key YCXQGZJYZGFQSB-MGRGBYLISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H29NO8
Molecular Weight 507.50 g/mol
Exact Mass 507.18931688 g/mol
Topological Polar Surface Area (TPSA) 147.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (12S,13S,16S)-9-ethyl-4,12-dihydroxy-3,13,16-trimethyl-14-oxa-20-azatetracyclo[19.3.1.05,24.016,22]pentacosa-1(24),2,4,10,17,21-hexaene-6,15,19,23,25-pentone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9386 93.86%
Caco-2 - 0.7248 72.48%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6078 60.78%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8037 80.37%
OATP1B3 inhibitior + 0.9234 92.34%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8322 83.22%
BSEP inhibitior + 0.9365 93.65%
P-glycoprotein inhibitior + 0.7290 72.90%
P-glycoprotein substrate + 0.6043 60.43%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.7065 70.65%
CYP2C9 inhibition - 0.7502 75.02%
CYP2C19 inhibition - 0.6899 68.99%
CYP2D6 inhibition - 0.8941 89.41%
CYP1A2 inhibition - 0.6789 67.89%
CYP2C8 inhibition + 0.5416 54.16%
CYP inhibitory promiscuity - 0.5483 54.83%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4673 46.73%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9443 94.43%
Skin irritation - 0.7446 74.46%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4037 40.37%
Micronuclear + 0.6859 68.59%
Hepatotoxicity + 0.6927 69.27%
skin sensitisation - 0.8202 82.02%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8301 83.01%
Acute Oral Toxicity (c) III 0.5801 58.01%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.6483 64.83%
Thyroid receptor binding - 0.5379 53.79%
Glucocorticoid receptor binding + 0.8405 84.05%
Aromatase binding + 0.6369 63.69%
PPAR gamma + 0.6920 69.20%
Honey bee toxicity - 0.8248 82.48%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9710 97.10%

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
CHEMBL2581 P07339 Cathepsin D 97.33% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 94.26% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.17% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.31% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.10% 96.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.76% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.73% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 91.23% 96.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.37% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.47% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.04% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.01% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.88% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.59% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.34% 92.94%
CHEMBL2073 P07947 Tyrosine-protein kinase YES 84.51% 83.14%
CHEMBL4361 Q07820 Induced myeloid leukemia cell differentiation protein Mcl-1 83.64% 95.52%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.45% 90.71%

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 139586245
LOTUS LTS0035531
wikiData Q77502194