(R)-6beta-(4-Oxo-2-pentenyl)-5,6-dihydro-2H-pyran-2-one

Details

• Internal ID: e559850d-7902-4bba-a15d-cc95bf8aa189
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(E)-4-oxopent-2-enyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC(=O)C=CCC1CC=CC(=O)O1
• SMILES (Isomeric): CC(=O)/C=C/C[C@@H]1CC=CC(=O)O1
• InChI: InChI=1S/C10H12O3/c1-8(11)4-2-5-9-6-3-7-10(12)13-9/h2-4,7,9H,5-6H2,1H3/b4-2+/t9-/m1/s1
• InChI Key: WTXFBCVFHRHFQD-HDMKULJXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.5191	51.91%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8117	81.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9325	93.25%
P-glycoprotein inhibitior	-	0.9848	98.48%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	-	0.5583	55.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8305	83.05%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	-	0.9690	96.90%
CYP inhibitory promiscuity	-	0.9192	91.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7576	75.76%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	+	0.6614	66.14%
Eye irritation	+	0.8679	86.79%
Skin irritation	+	0.7041	70.41%
Skin corrosion	+	0.5611	56.11%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5981	59.81%
Micronuclear	-	0.5341	53.41%
Hepatotoxicity	+	0.5644	56.44%
skin sensitisation	-	0.5896	58.96%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.6352	63.52%
Acute Oral Toxicity (c)	III	0.6720	67.20%
Estrogen receptor binding	-	0.8311	83.11%
Androgen receptor binding	-	0.8719	87.19%
Thyroid receptor binding	-	0.8490	84.90%
Glucocorticoid receptor binding	-	0.8152	81.52%
Aromatase binding	-	0.7944	79.44%
PPAR gamma	-	0.7533	75.33%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5593	55.93%

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	88.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.91%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.29%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.52%	96.09%

Plants that contains it

• Piper reticulatum

Cross-Links

• PubChem: 10678930
• LOTUS: LTS0118676
• wikiData: Q105312842