(2S)-2-[(E)-5-(furan-3-yl)-2-methylpent-2-enyl]-4-methyl-2H-furan-5-one

Details

• Internal ID: 3bbdca94-730a-4007-9d47-23bde406db6c
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-[(E)-5-(furan-3-yl)-2-methylpent-2-enyl]-4-methyl-2H-furan-5-one
• SMILES (Canonical): CC1=CC(OC1=O)CC(=CCCC2=COC=C2)C
• SMILES (Isomeric): CC1=C[C@@H](OC1=O)C/C(=C/CCC2=COC=C2)/C
• InChI: InChI=1S/C15H18O3/c1-11(4-3-5-13-6-7-17-10-13)8-14-9-12(2)15(16)18-14/h4,6-7,9-10,14H,3,5,8H2,1-2H3/b11-4+/t14-/m0/s1
• InChI Key: LMVBLGWKMLOBGT-BJTBTHHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 3
• 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	+	0.9954	99.54%
Caco-2	+	0.8457	84.57%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7168	71.68%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.7125	71.25%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5458	54.58%
P-glycoprotein inhibitior	-	0.8442	84.42%
P-glycoprotein substrate	-	0.7818	78.18%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.7019	70.19%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.7333	73.33%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	+	0.5403	54.03%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.6795	67.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5989	59.89%
Eye corrosion	-	0.9604	96.04%
Eye irritation	-	0.8488	84.88%
Skin irritation	-	0.5532	55.32%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5977	59.77%
skin sensitisation	-	0.6179	61.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4553	45.53%
Acute Oral Toxicity (c)	III	0.6091	60.91%
Estrogen receptor binding	+	0.5404	54.04%
Androgen receptor binding	-	0.6570	65.70%
Thyroid receptor binding	-	0.7494	74.94%
Glucocorticoid receptor binding	-	0.5866	58.66%
Aromatase binding	-	0.5842	58.42%
PPAR gamma	-	0.5466	54.66%
Honey bee toxicity	-	0.8821	88.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.55%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	88.37%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.51%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.31%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.82%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.79%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.86%	99.17%

Plants that contains it

• Eremophila freelingii

Cross-Links

• PubChem: 162936037
• LOTUS: LTS0150907
• wikiData: Q105154155