(2S)-4-[(E)-but-2-enoyl]-2-[(1E,3E)-hexa-1,3-dienyl]-5-methoxy-2-methylfuran-3-one

Details

• Internal ID: d1d2ad33-473c-4891-ae8b-55d25a9e19f2
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2S)-4-[(E)-but-2-enoyl]-2-[(1E,3E)-hexa-1,3-dienyl]-5-methoxy-2-methylfuran-3-one
• SMILES (Canonical): CCC=CC=CC1(C(=O)C(=C(O1)OC)C(=O)C=CC)C
• SMILES (Isomeric): CC/C=C/C=C/[C@]1(C(=O)C(=C(O1)OC)C(=O)/C=C/C)C
• InChI: InChI=1S/C16H20O4/c1-5-7-8-9-11-16(3)14(18)13(12(17)10-6-2)15(19-4)20-16/h6-11H,5H2,1-4H3/b8-7+,10-6+,11-9+/t16-/m0/s1
• InChI Key: ZNVIQQYMJWBKCA-GZDDBBODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.87
• 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	+	0.9777	97.77%
Caco-2	+	0.8313	83.13%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5690	56.90%
P-glycoprotein inhibitior	-	0.7457	74.57%
P-glycoprotein substrate	-	0.8657	86.57%
CYP3A4 substrate	+	0.5513	55.13%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.7711	77.11%
CYP2C9 inhibition	-	0.8670	86.70%
CYP2C19 inhibition	-	0.6805	68.05%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.7129	71.29%
CYP2C8 inhibition	-	0.7046	70.46%
CYP inhibitory promiscuity	-	0.5707	57.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.4234	42.34%
Eye corrosion	-	0.9256	92.56%
Eye irritation	-	0.8118	81.18%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4138	41.38%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.6531	65.31%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5988	59.88%
Acute Oral Toxicity (c)	III	0.5863	58.63%
Estrogen receptor binding	+	0.6165	61.65%
Androgen receptor binding	-	0.5932	59.32%
Thyroid receptor binding	-	0.5599	55.99%
Glucocorticoid receptor binding	-	0.7090	70.90%
Aromatase binding	+	0.6121	61.21%
PPAR gamma	-	0.5897	58.97%
Honey bee toxicity	-	0.8237	82.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8794	87.94%

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	94.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.79%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.63%	99.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.14%	80.00%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 162990106
• LOTUS: LTS0047186
• wikiData: Q105380250