(2R)-2-[(E)-5-(furan-3-yl)pent-2-en-2-yl]-5-(4-methylpent-3-enyl)-2,3-dihydropyran-6-one

Details

• Internal ID: 45d4a3dd-9318-4d9d-83da-1e6300dac563
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(E)-5-(furan-3-yl)pent-2-en-2-yl]-5-(4-methylpent-3-enyl)-2,3-dihydropyran-6-one
• SMILES (Canonical): CC(=CCCC1=CCC(OC1=O)C(=CCCC2=COC=C2)C)C
• SMILES (Isomeric): CC(=CCCC1=CC[C@@H](OC1=O)/C(=C/CCC2=COC=C2)/C)C
• InChI: InChI=1S/C20H26O3/c1-15(2)6-4-9-18-10-11-19(23-20(18)21)16(3)7-5-8-17-12-13-22-14-17/h6-7,10,12-14,19H,4-5,8-9,11H2,1-3H3/b16-7+/t19-/m1/s1
• InChI Key: HERRARRWFUSVSA-MERDRXRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8076	80.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8500	85.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8094	80.94%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8452	84.52%
P-glycoprotein inhibitior	+	0.6148	61.48%
P-glycoprotein substrate	-	0.8209	82.09%
CYP3A4 substrate	+	0.5609	56.09%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.5705	57.05%
CYP2C9 inhibition	-	0.8345	83.45%
CYP2C19 inhibition	-	0.6222	62.22%
CYP2D6 inhibition	-	0.8505	85.05%
CYP1A2 inhibition	-	0.6141	61.41%
CYP2C8 inhibition	-	0.7748	77.48%
CYP inhibitory promiscuity	-	0.5851	58.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9765	97.65%
Eye irritation	-	0.8863	88.63%
Skin irritation	-	0.6275	62.75%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8800	88.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6712	67.12%
skin sensitisation	-	0.6346	63.46%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.5841	58.41%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5449	54.49%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5821	58.21%
Thyroid receptor binding	-	0.6316	63.16%
Glucocorticoid receptor binding	-	0.5248	52.48%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.8851	88.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.70%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.28%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	91.78%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.54%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.48%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.84%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185257
• LOTUS: LTS0211788
• wikiData: Q105027008