(2S)-2-[(E)-5-(furan-3-yl)-2-methylpent-2-enoxy]-3-methyl-2H-furan-5-one

Details

• Internal ID: 8abd1fd3-9e9f-43ba-8272-02e3ad92d06e
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-[(E)-5-(furan-3-yl)-2-methylpent-2-enoxy]-3-methyl-2H-furan-5-one
• SMILES (Canonical): CC1=CC(=O)OC1OCC(=CCCC2=COC=C2)C
• SMILES (Isomeric): CC1=CC(=O)O[C@@H]1OC/C(=C/CCC2=COC=C2)/C
• InChI: InChI=1S/C15H18O4/c1-11(4-3-5-13-6-7-17-10-13)9-18-15-12(2)8-14(16)19-15/h4,6-8,10,15H,3,5,9H2,1-2H3/b11-4+/t15-/m0/s1
• InChI Key: KCXINQXXLKVMEJ-GZOXUHRPSA-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): 48.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.7057	70.57%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.7757	77.57%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5811	58.11%
P-glycoprotein inhibitior	-	0.8394	83.94%
P-glycoprotein substrate	-	0.7273	72.73%
CYP3A4 substrate	+	0.5739	57.39%
CYP2C9 substrate	-	0.6049	60.49%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.6909	69.09%
CYP2C9 inhibition	-	0.6695	66.95%
CYP2C19 inhibition	-	0.6184	61.84%
CYP2D6 inhibition	-	0.7886	78.86%
CYP1A2 inhibition	+	0.6609	66.09%
CYP2C8 inhibition	-	0.5903	59.03%
CYP inhibitory promiscuity	-	0.5318	53.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6344	63.44%
Eye corrosion	-	0.9522	95.22%
Eye irritation	-	0.8907	89.07%
Skin irritation	-	0.6240	62.40%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5140	51.40%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5636	56.36%
skin sensitisation	-	0.7844	78.44%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.5650	56.50%
Acute Oral Toxicity (c)	III	0.6589	65.89%
Estrogen receptor binding	+	0.5427	54.27%
Androgen receptor binding	-	0.5163	51.63%
Thyroid receptor binding	-	0.6323	63.23%
Glucocorticoid receptor binding	+	0.7661	76.61%
Aromatase binding	+	0.5732	57.32%
PPAR gamma	+	0.5859	58.59%
Honey bee toxicity	-	0.8269	82.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.87%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.42%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.44%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.80%	93.65%

Plants that contains it

• Ursinia nana

Cross-Links

• PubChem: 163079424
• LOTUS: LTS0049984
• wikiData: Q105138993