(R)-4-Methyl-5-[(S)-3-methyl-3-hydroxy-4-pentenyl]furan-2(5H)-one

Details

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Internal ID 891b97e2-ce61-48cc-843a-b9b08bd4b15a
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (2R)-2-[(3S)-3-hydroxy-3-methylpent-4-enyl]-3-methyl-2H-furan-5-one
SMILES (Canonical) CC1=CC(=O)OC1CCC(C)(C=C)O
SMILES (Isomeric) CC1=CC(=O)O[C@@H]1CC[C@@](C)(C=C)O
InChI InChI=1S/C11H16O3/c1-4-11(3,13)6-5-9-8(2)7-10(12)14-9/h4,7,9,13H,1,5-6H2,2-3H3/t9-,11-/m1/s1
InChI Key QQUVUDPCFCXEGO-MWLCHTKSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C11H16O3
Molecular Weight 196.24 g/mol
Exact Mass 196.109944368 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (R)-4-Methyl-5-[(S)-3-methyl-3-hydroxy-4-pentenyl]furan-2(5H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.6087 60.87%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6676 66.76%
OATP2B1 inhibitior - 0.8526 85.26%
OATP1B1 inhibitior + 0.8732 87.32%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6320 63.20%
BSEP inhibitior - 0.9168 91.68%
P-glycoprotein inhibitior - 0.9777 97.77%
P-glycoprotein substrate - 0.9186 91.86%
CYP3A4 substrate - 0.5246 52.46%
CYP2C9 substrate + 0.5918 59.18%
CYP2D6 substrate - 0.9078 90.78%
CYP3A4 inhibition - 0.7259 72.59%
CYP2C9 inhibition - 0.9128 91.28%
CYP2C19 inhibition - 0.8887 88.87%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.7504 75.04%
CYP2C8 inhibition - 0.8783 87.83%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.8928 89.28%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9646 96.46%
Eye irritation - 0.7622 76.22%
Skin irritation + 0.6032 60.32%
Skin corrosion - 0.7601 76.01%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7374 73.74%
Micronuclear - 0.9200 92.00%
Hepatotoxicity + 0.5209 52.09%
skin sensitisation + 0.6092 60.92%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6877 68.77%
Acute Oral Toxicity (c) III 0.6108 61.08%
Estrogen receptor binding - 0.8504 85.04%
Androgen receptor binding - 0.7395 73.95%
Thyroid receptor binding - 0.6784 67.84%
Glucocorticoid receptor binding + 0.5540 55.40%
Aromatase binding - 0.8932 89.32%
PPAR gamma - 0.4917 49.17%
Honey bee toxicity - 0.9248 92.48%
Biodegradation + 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8942 89.42%

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 93.54% 97.25%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 93.25% 90.93%
CHEMBL3401 O75469 Pregnane X receptor 91.95% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.80% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.69% 91.11%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.50% 89.34%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.40% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.09% 86.33%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 82.59% 93.65%

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 101706905
LOTUS LTS0028469
wikiData Q105226066