[(E,3S)-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-1-en-3-yl] acetate

Details

• Internal ID: 543c377c-ae9f-49e4-847c-0f884e8b0e9f
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(E,3S)-1-[(2R)-6-oxo-2,3-dihydropyran-2-yl]hept-1-en-3-yl] acetate
• SMILES (Canonical): CCCCC(C=CC1CC=CC(=O)O1)OC(=O)C
• SMILES (Isomeric): CCCC[C@@H](/C=C/[C@H]1CC=CC(=O)O1)OC(=O)C
• InChI: InChI=1S/C14H20O4/c1-3-4-6-12(17-11(2)15)9-10-13-7-5-8-14(16)18-13/h5,8-10,12-13H,3-4,6-7H2,1-2H3/b10-9+/t12-,13+/m0/s1
• InChI Key: NIMODSMHVSSGLL-CCJARXIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.54
• 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	+	0.7369	73.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7192	71.92%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5632	56.32%
P-glycoprotein inhibitior	-	0.8783	87.83%
P-glycoprotein substrate	-	0.6283	62.83%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7817	78.17%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.7348	73.48%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.8098	80.98%
CYP2C8 inhibition	-	0.8185	81.85%
CYP inhibitory promiscuity	-	0.8397	83.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.8925	89.25%
Eye irritation	-	0.8444	84.44%
Skin irritation	-	0.6030	60.30%
Skin corrosion	-	0.8929	89.29%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4088	40.88%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5567	55.67%
skin sensitisation	-	0.7848	78.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.8091	80.91%
Estrogen receptor binding	-	0.6655	66.55%
Androgen receptor binding	-	0.7376	73.76%
Thyroid receptor binding	-	0.5550	55.50%
Glucocorticoid receptor binding	+	0.5430	54.30%
Aromatase binding	-	0.7859	78.59%
PPAR gamma	-	0.6200	62.00%
Honey bee toxicity	-	0.9346	93.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8786	87.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.41%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.04%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.92%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.55%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.06%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.91%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.22%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.85%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.53%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.51%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	80.07%	93.31%

Plants that contains it

• Tetradenia riparia

Cross-Links

• PubChem: 101125555
• LOTUS: LTS0163938
• wikiData: Q105179886