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Isoravenelone

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 d9662e0e-f31a-4576-a1c2-47e0883bbcee
Taxonomy Phenylpropanoids and polyketides > Stilbenes
IUPAC Name methyl (2S,3R)-3-[(5E)-5-benzylidene-4-hydroxy-2-oxofuran-3-yl]-2,3-diphenylpropanoate
SMILES (Canonical) COC(=O)C(C1=CC=CC=C1)C(C2=CC=CC=C2)C3=C(C(=CC4=CC=CC=C4)OC3=O)O
SMILES (Isomeric) COC(=O)[C@H](C1=CC=CC=C1)[C@H](C2=CC=CC=C2)C3=C(/C(=C\C4=CC=CC=C4)/OC3=O)O
InChI InChI=1S/C27H22O5/c1-31-26(29)23(20-15-9-4-10-16-20)22(19-13-7-3-8-14-19)24-25(28)21(32-27(24)30)17-18-11-5-2-6-12-18/h2-17,22-23,28H,1H3/b21-17+/t22-,23+/m0/s1
InChI Key DFRUUMWSIQRNGP-LUKBHGRQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H22O5
Molecular Weight 426.50 g/mol
Exact Mass 426.14672380 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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methyl (2S,3R)-3-((5E)-5-benzylidene-4-hydroxy-2-oxofuran-3-yl)-2,3-diphenylpropanoate
methyl (2S,3R)-3-[(5E)-5-benzylidene-4-hydroxy-2-oxofuran-3-yl]-2,3-diphenylpropanoate
Methyl (2S,3R)-3-((5E)-4-hydroxy-2-oxo-5-(phenylmethylidene)-2,5-dihydrofuran-3-yl)-2,3-diphenylpropanoic acid
Methyl (2S,3R)-3-[(5E)-4-hydroxy-2-oxo-5-(phenylmethylidene)-2,5-dihydrofuran-3-yl]-2,3-diphenylpropanoic acid
RefChem:149904
572886-53-4
CHEBI:200234
methyl (2S,3R)-3-[(5E)-5-benzylidene-4-hydroxy-2-oxouran-3-yl]-2,3-diphenylpropanoate

2D Structure

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2D Structure of Isoravenelone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 + 0.5058 50.58%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7917 79.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.9533 95.33%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8334 83.34%
P-glycoprotein inhibitior + 0.7703 77.03%
P-glycoprotein substrate - 0.9057 90.57%
CYP3A4 substrate + 0.5106 51.06%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8874 88.74%
CYP3A4 inhibition - 0.9037 90.37%
CYP2C9 inhibition - 0.7463 74.63%
CYP2C19 inhibition + 0.5808 58.08%
CYP2D6 inhibition - 0.9325 93.25%
CYP1A2 inhibition + 0.6599 65.99%
CYP2C8 inhibition - 0.7299 72.99%
CYP inhibitory promiscuity + 0.6706 67.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8482 84.82%
Carcinogenicity (trinary) Danger 0.6283 62.83%
Eye corrosion - 0.9751 97.51%
Eye irritation - 0.5868 58.68%
Skin irritation - 0.7497 74.97%
Skin corrosion - 0.9695 96.95%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3857 38.57%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.5087 50.87%
skin sensitisation - 0.8274 82.74%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5428 54.28%
Acute Oral Toxicity (c) IV 0.4668 46.68%
Estrogen receptor binding + 0.8174 81.74%
Androgen receptor binding + 0.7276 72.76%
Thyroid receptor binding + 0.5493 54.93%
Glucocorticoid receptor binding + 0.7950 79.50%
Aromatase binding - 0.5277 52.77%
PPAR gamma + 0.6094 60.94%
Honey bee toxicity - 0.7979 79.79%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9818 98.18%

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 97.30% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.44% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.42% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.41% 98.95%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.01% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.47% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 87.90% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.78% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.11% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.74% 99.17%
CHEMBL2535 P11166 Glucose transporter 84.73% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.56% 94.45%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.30% 94.62%
CHEMBL5028 O14672 ADAM10 81.24% 97.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.28% 96.00%

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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There are no matching plants.

Cross-Links

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PubChem 54702761
LOTUS LTS0266623
wikiData Q75069831