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(9S,10E,12R,17R,24R)-9-ethyl-4,24-dihydroxy-12-(1-hydroxyethyl)-3,15-dimethyl-13-oxa-19-azatetracyclo[15.6.1.05,23.020,24]tetracosa-1(23),2,4,10,15,20-hexaene-6,14,18,22-tetrone

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 96c03f72-24c0-4c0f-a1ae-e9089481e549
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (9S,10E,12R,17R,24R)-9-ethyl-4,24-dihydroxy-12-(1-hydroxyethyl)-3,15-dimethyl-13-oxa-19-azatetracyclo[15.6.1.05,23.020,24]tetracosa-1(23),2,4,10,15,20-hexaene-6,14,18,22-tetrone
SMILES (Canonical) CCC1CCC(=O)C2=C(C(=CC3=C2C(=O)C=C4C3(C(C=C(C(=O)OC(C=C1)C(C)O)C)C(=O)N4)O)C)O
SMILES (Isomeric) CC[C@H]\1CCC(=O)C2=C(C(=CC3=C2C(=O)C=C4[C@]3([C@@H](C=C(C(=O)O[C@H](/C=C1)C(C)O)C)C(=O)N4)O)C)O
InChI InChI=1S/C28H31NO8/c1-5-16-6-8-19(31)24-23-17(10-13(2)25(24)33)28(36)18(26(34)29-22(28)12-20(23)32)11-14(3)27(35)37-21(9-7-16)15(4)30/h7,9-12,15-16,18,21,30,33,36H,5-6,8H2,1-4H3,(H,29,34)/b9-7+,14-11?/t15?,16-,18-,21+,28-/m0/s1
InChI Key PFWPLMVAUKIPIA-NETZGBDISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H31NO8
Molecular Weight 509.50 g/mol
Exact Mass 509.20496695 g/mol
Topological Polar Surface Area (TPSA) 150.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (9S,10E,12R,17R,24R)-9-ethyl-4,24-dihydroxy-12-(1-hydroxyethyl)-3,15-dimethyl-13-oxa-19-azatetracyclo[15.6.1.05,23.020,24]tetracosa-1(23),2,4,10,15,20-hexaene-6,14,18,22-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9027 90.27%
Caco-2 - 0.7760 77.60%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6573 65.73%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8069 80.69%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7572 75.72%
BSEP inhibitior + 0.8685 86.85%
P-glycoprotein inhibitior + 0.6776 67.76%
P-glycoprotein substrate + 0.6668 66.68%
CYP3A4 substrate + 0.6695 66.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8881 88.81%
CYP3A4 inhibition - 0.6862 68.62%
CYP2C9 inhibition - 0.7323 73.23%
CYP2C19 inhibition - 0.7099 70.99%
CYP2D6 inhibition - 0.8835 88.35%
CYP1A2 inhibition - 0.6623 66.23%
CYP2C8 inhibition + 0.6439 64.39%
CYP inhibitory promiscuity + 0.5330 53.30%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.4572 45.72%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9523 95.23%
Skin irritation - 0.7383 73.83%
Skin corrosion - 0.9184 91.84%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4806 48.06%
Micronuclear + 0.6959 69.59%
Hepatotoxicity + 0.5620 56.20%
skin sensitisation - 0.8143 81.43%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8994 89.94%
Acute Oral Toxicity (c) III 0.5757 57.57%
Estrogen receptor binding + 0.7677 76.77%
Androgen receptor binding + 0.6639 66.39%
Thyroid receptor binding - 0.5124 51.24%
Glucocorticoid receptor binding + 0.8040 80.40%
Aromatase binding + 0.6346 63.46%
PPAR gamma + 0.7195 71.95%
Honey bee toxicity - 0.8286 82.86%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9744 97.44%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.43% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.13% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.71% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.21% 96.47%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 90.94% 85.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.64% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.53% 96.09%
CHEMBL4530 P00488 Coagulation factor XIII 88.64% 96.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 88.52% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.04% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.96% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.94% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.72% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.39% 96.21%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.06% 93.40%
CHEMBL4581 P52732 Kinesin-like protein 1 85.57% 93.18%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.64% 99.15%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.65% 93.04%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.17% 83.10%
CHEMBL1937 Q92769 Histone deacetylase 2 83.16% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.15% 90.71%
CHEMBL230 P35354 Cyclooxygenase-2 83.08% 89.63%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.08% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.54% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.85% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.07% 90.08%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.73% 88.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.32% 92.62%

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 163187333
LOTUS LTS0004991
wikiData Q105208198