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

Details

• 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

• 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Eremophila miniata

Cross-Links

• PubChem: 14335215
• LOTUS: LTS0275413
• wikiData: Q105032708