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4-[(2E,5S,6E)-7-[(2S,3S,4S,5S,6E,10E)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxoocta-2,6-dienyl]piperidine-2,6-dione

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 872148fd-87cb-497d-a5a5-cfa6f3ada5a2
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name 4-[(2E,5S,6E)-7-[(2S,3S,4S,5S,6E,10E)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxoocta-2,6-dienyl]piperidine-2,6-dione
SMILES (Canonical) CC1C(C(C=CCCC=CC(=O)OC1C(=CC(C)C(=O)C=CCC2CC(=O)NC(=O)C2)C)OC)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](/C=C/CC/C=C/C(=O)O[C@@H]1/C(=C/[C@H](C)C(=O)/C=C/CC2CC(=O)NC(=O)C2)/C)OC)O
InChI InChI=1S/C27H37NO7/c1-17(21(29)11-9-10-20-15-23(30)28-24(31)16-20)14-18(2)27-19(3)26(33)22(34-4)12-7-5-6-8-13-25(32)35-27/h7-9,11-14,17,19-20,22,26-27,33H,5-6,10,15-16H2,1-4H3,(H,28,30,31)/b11-9+,12-7+,13-8+,18-14+/t17-,19-,22-,26-,27+/m0/s1
InChI Key LQVKRWFHOOILCY-UYJMWCKYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO7
Molecular Weight 487.60 g/mol
Exact Mass 487.25700252 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.97
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(2E,5S,6E)-7-[(2S,3S,4S,5S,6E,10E)-4-hydroxy-5-methoxy-3-methyl-12-oxo-1-oxacyclododeca-6,10-dien-2-yl]-5-methyl-4-oxoocta-2,6-dienyl]piperidine-2,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7968 79.68%
Caco-2 - 0.7299 72.99%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5888 58.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8322 83.22%
BSEP inhibitior + 0.9016 90.16%
P-glycoprotein inhibitior + 0.8076 80.76%
P-glycoprotein substrate + 0.6411 64.11%
CYP3A4 substrate + 0.6528 65.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8972 89.72%
CYP3A4 inhibition - 0.8579 85.79%
CYP2C9 inhibition - 0.9038 90.38%
CYP2C19 inhibition - 0.9174 91.74%
CYP2D6 inhibition - 0.9112 91.12%
CYP1A2 inhibition - 0.9150 91.50%
CYP2C8 inhibition - 0.6224 62.24%
CYP inhibitory promiscuity - 0.9161 91.61%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9628 96.28%
Carcinogenicity (trinary) Non-required 0.5351 53.51%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9401 94.01%
Skin irritation - 0.7481 74.81%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.5008 50.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7230 72.30%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5271 52.71%
skin sensitisation - 0.8893 88.93%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.6093 60.93%
Acute Oral Toxicity (c) III 0.5261 52.61%
Estrogen receptor binding + 0.7019 70.19%
Androgen receptor binding - 0.5058 50.58%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7380 73.80%
Aromatase binding - 0.5752 57.52%
PPAR gamma + 0.6996 69.96%
Honey bee toxicity - 0.7483 74.83%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.8570 85.70%

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 98.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.61% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.56% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.22% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.09% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.63% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.61% 91.07%
CHEMBL255 P29275 Adenosine A2b receptor 89.18% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.86% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 85.35% 94.73%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 85.20% 83.10%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.93% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.79% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.56% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.15% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.76% 90.08%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.86% 94.80%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.85% 96.47%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.71% 88.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.57% 85.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.28% 89.34%
CHEMBL4208 P20618 Proteasome component C5 81.67% 90.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.61% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.41% 95.89%
CHEMBL2535 P11166 Glucose transporter 80.76% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.57% 85.14%
CHEMBL4072 P07858 Cathepsin B 80.40% 93.67%

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 162908097
LOTUS LTS0052492
wikiData Q105155883