(5R)-3-Methyl-5-[(E)-2-methyl-5-[(2,5-dihydro-5-oxofuran)-3-yl]-2-pentenyl]furan-2(5H)-one

Details

Top
Internal ID d8a3cc68-9e6a-47c2-900c-4733245034fe
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (2R)-4-methyl-2-[(E)-2-methyl-5-(5-oxo-2H-furan-3-yl)pent-2-enyl]-2H-furan-5-one
SMILES (Canonical) CC1=CC(OC1=O)CC(=CCCC2=CC(=O)OC2)C
SMILES (Isomeric) CC1=C[C@H](OC1=O)C/C(=C/CCC2=CC(=O)OC2)/C
InChI InChI=1S/C15H18O4/c1-10(6-13-7-11(2)15(17)19-13)4-3-5-12-8-14(16)18-9-12/h4,7-8,13H,3,5-6,9H2,1-2H3/b10-4+/t13-/m1/s1
InChI Key HRKQHGYEXVCKAX-MQSIBISMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C15H18O4
Molecular Weight 262.30 g/mol
Exact Mass 262.12050905 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.46
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (5R)-3-Methyl-5-[(E)-2-methyl-5-[(2,5-dihydro-5-oxofuran)-3-yl]-2-pentenyl]furan-2(5H)-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9839 98.39%
Caco-2 + 0.5055 50.55%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8113 81.13%
OATP2B1 inhibitior - 0.8544 85.44%
OATP1B1 inhibitior + 0.8757 87.57%
OATP1B3 inhibitior + 0.9518 95.18%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.6284 62.84%
P-glycoprotein inhibitior - 0.8040 80.40%
P-glycoprotein substrate - 0.6848 68.48%
CYP3A4 substrate + 0.5624 56.24%
CYP2C9 substrate + 0.5975 59.75%
CYP2D6 substrate - 0.9089 90.89%
CYP3A4 inhibition - 0.7902 79.02%
CYP2C9 inhibition - 0.8953 89.53%
CYP2C19 inhibition - 0.8971 89.71%
CYP2D6 inhibition - 0.8740 87.40%
CYP1A2 inhibition - 0.6226 62.26%
CYP2C8 inhibition - 0.7920 79.20%
CYP inhibitory promiscuity - 0.8941 89.41%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9028 90.28%
Carcinogenicity (trinary) Non-required 0.6748 67.48%
Eye corrosion - 0.9600 96.00%
Eye irritation - 0.7341 73.41%
Skin irritation - 0.5564 55.64%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5056 50.56%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.6802 68.02%
skin sensitisation - 0.8474 84.74%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity - 0.6444 64.44%
Mitochondrial toxicity - 0.7875 78.75%
Nephrotoxicity + 0.4534 45.34%
Acute Oral Toxicity (c) III 0.7348 73.48%
Estrogen receptor binding + 0.5495 54.95%
Androgen receptor binding - 0.5878 58.78%
Thyroid receptor binding - 0.6900 69.00%
Glucocorticoid receptor binding - 0.4843 48.43%
Aromatase binding + 0.5277 52.77%
PPAR gamma - 0.5253 52.53%
Honey bee toxicity - 0.8186 81.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9838 98.38%

Targets

Top

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 95.53% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.50% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.88% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 89.22% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.08% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.05% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.47% 99.23%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.13% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.77% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL2039 P27338 Monoamine oxidase B 83.13% 92.51%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.75% 96.09%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.04% 96.25%

Plants that contains it

Top
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.
Eremophila miniata

Cross-Links

Top
PubChem 14335215
LOTUS LTS0275413
wikiData Q105032708