2H-Pyran-2-acetamide, alpha-ethyl-6-(3-ethyl-1,5-dimethyl-4-oxo-1,5-heptadienyl)-N-(1,8,14,15,18,21,27-heptaaza-21-hydroxy-7-(1-hydroxyethyl)-2,6,9,16,19,22-hexaoxo-4-isopropyl-20-(methoxymethyl)-17,18-dimethyl-5-oxatricyclo(21.4.0.0(sup 10,15))heptacosan-3-yl)tetrahydro-alpha-2-dihydroxy-5-methyl-

Details

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Internal ID 15abc8fc-36da-4f37-a0ee-181f7e805e1c
Taxonomy Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name 2-[6-[(2E,6E)-4-ethyl-6-methyl-5-oxoocta-2,6-dien-2-yl]-2-hydroxy-5-methyloxan-2-yl]-2-hydroxy-N-[7-hydroxy-20-(1-hydroxyethyl)-6-(methoxymethyl)-3,4-dimethyl-2,5,8,15,19,22-hexaoxo-17-propan-2-yl-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]butanamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C49H80N8O15/c1-13-27(6)38(59)32(14-2)24-29(8)40-28(7)20-21-49(68,72-40)48(67,15-3)47(66)53-37-39(26(4)5)71-46(65)36(31(10)58)52-41(60)33-18-16-22-50-55(33)42(61)30(9)54(11)43(62)35(25-70-12)57(69)44(63)34-19-17-23-51-56(34)45(37)64/h13,24,26,28,30-37,39-40,50-51,58,67-69H,14-23,25H2,1-12H3,(H,52,60)(H,53,66)/b27-13+,29-24+
InChI Key SWYLPIMCJADFNO-QIFPABMSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C49H80N8O15
Molecular Weight 1021.20 g/mol
Exact Mass 1020.57431387 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 0.14
H-Bond Acceptor 17
H-Bond Donor 8
Rotatable Bonds 13

Synonyms

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101342-90-9
2-[6-[(2E,6E)-4-ethyl-6-methyl-5-oxoocta-2,6-dien-2-yl]-2-hydroxy-5-methyloxan-2-yl]-2-hydroxy-N-[7-hydroxy-20-(1-hydroxyethyl)-6-(methoxymethyl)-3,4-dimethyl-2,5,8,15,19,22-hexaoxo-17-propan-2-yl-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]butanamide
2H-Pyran-2-acetamide, alpha-ethyl-6-(3-ethyl-1,5-dimethyl-4-oxo-1,5-heptadienyl)-N-(1,8,14,15,18,21,27-heptaaza-21-hydroxy-7-(1-hydroxyethyl)-2,6,9,16,19,22-hexaoxo-4-isopropyl-20-(methoxymethyl)-17,18-dimethyl-5-oxatricyclo(21.4.0.0(sup 10,15))heptacosan-3-yl)tetrahydro-alpha-2-dihydroxy-5-methyl-

2D Structure

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2D Structure of 2H-Pyran-2-acetamide, alpha-ethyl-6-(3-ethyl-1,5-dimethyl-4-oxo-1,5-heptadienyl)-N-(1,8,14,15,18,21,27-heptaaza-21-hydroxy-7-(1-hydroxyethyl)-2,6,9,16,19,22-hexaoxo-4-isopropyl-20-(methoxymethyl)-17,18-dimethyl-5-oxatricyclo(21.4.0.0(sup 10,15))heptacosan-3-yl)tetrahydro-alpha-2-dihydroxy-5-methyl-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4650 46.50%
Caco-2 - 0.8619 86.19%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.4149 41.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8139 81.39%
OATP1B3 inhibitior + 0.9241 92.41%
MATE1 inhibitior - 0.9300 93.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9144 91.44%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.8491 84.91%
CYP3A4 substrate + 0.7485 74.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8816 88.16%
CYP3A4 inhibition - 0.8302 83.02%
CYP2C9 inhibition - 0.7603 76.03%
CYP2C19 inhibition - 0.7651 76.51%
CYP2D6 inhibition - 0.8743 87.43%
CYP1A2 inhibition - 0.7880 78.80%
CYP2C8 inhibition + 0.7907 79.07%
CYP inhibitory promiscuity - 0.9777 97.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.4671 46.71%
Eye corrosion - 0.9791 97.91%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.7488 74.88%
Skin corrosion - 0.9154 91.54%
Ames mutagenesis - 0.6228 62.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3918 39.18%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5628 56.28%
skin sensitisation - 0.8277 82.77%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.5821 58.21%
Acute Oral Toxicity (c) III 0.6124 61.24%
Estrogen receptor binding + 0.7837 78.37%
Androgen receptor binding + 0.7602 76.02%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7301 73.01%
Aromatase binding + 0.6287 62.87%
PPAR gamma + 0.8041 80.41%
Honey bee toxicity - 0.6675 66.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8748 87.48%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.19% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.89% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 98.28% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.69% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.15% 85.14%
CHEMBL4072 P07858 Cathepsin B 97.14% 93.67%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 95.95% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.62% 97.09%
CHEMBL3837 P07711 Cathepsin L 95.47% 96.61%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.21% 89.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 94.65% 91.03%
CHEMBL1937 Q92769 Histone deacetylase 2 94.49% 94.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.21% 96.47%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.20% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.28% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 93.01% 95.92%
CHEMBL2413 P32246 C-C chemokine receptor type 1 92.62% 89.50%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.02% 99.18%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.95% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.90% 96.38%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 90.60% 90.93%
CHEMBL332 P03956 Matrix metalloproteinase-1 89.61% 94.50%
CHEMBL321 P14780 Matrix metalloproteinase 9 89.58% 92.12%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.66% 89.34%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.93% 82.38%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.86% 97.14%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.30% 95.56%
CHEMBL1902 P62942 FK506-binding protein 1A 86.88% 97.05%
CHEMBL255 P29275 Adenosine A2b receptor 86.82% 98.59%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.55% 92.88%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.51% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.03% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.97% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 85.70% 97.79%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.57% 91.07%
CHEMBL5028 O14672 ADAM10 84.47% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.55% 98.75%
CHEMBL2803 P43403 Tyrosine-protein kinase ZAP-70 83.54% 82.50%
CHEMBL1871 P10275 Androgen Receptor 83.38% 96.43%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.16% 85.83%
CHEMBL4073 P09237 Matrix metalloproteinase 7 83.03% 97.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.01% 93.04%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.64% 97.31%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.62% 88.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.40% 93.56%
CHEMBL3384 Q16512 Protein kinase N1 81.85% 80.71%
CHEMBL3524 P56524 Histone deacetylase 4 81.52% 92.97%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.39% 98.99%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 81.38% 97.64%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.22% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.21% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.07% 96.90%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.83% 95.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.63% 95.56%
CHEMBL2474 P53582 Methionine aminopeptidase 1 80.60% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.49% 100.00%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 80.18% 93.85%

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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Cross-Links

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PubChem 6442089
LOTUS LTS0233812
wikiData Q105262970