(2S)-2-[(1E,3E)-hexa-1,3-dienyl]-5-[(2S)-2-hydroxypropyl]-2-methylfuran-3-one

Details

• Internal ID: 8bf12a6b-daf8-4e06-81e7-209130f0f678
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (2S)-2-[(1E,3E)-hexa-1,3-dienyl]-5-[(2S)-2-hydroxypropyl]-2-methylfuran-3-one
• InChI: InChI=1S/C14H20O3/c1-4-5-6-7-8-14(3)13(16)10-12(17-14)9-11(2)15/h5-8,10-11,15H,4,9H2,1-3H3/b6-5+,8-7+/t11-,14-/m0/s1
• InChI Key: UPZFQAPMUIHLPL-JVADZJFHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.8430	84.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5351	53.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6808	68.08%
P-glycoprotein inhibitior	-	0.9764	97.64%
P-glycoprotein substrate	-	0.9030	90.30%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.9004	90.04%
CYP2C9 inhibition	-	0.9023	90.23%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.7887	78.87%
CYP2C8 inhibition	-	0.9180	91.80%
CYP inhibitory promiscuity	-	0.7986	79.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4451	44.51%
Eye corrosion	-	0.9515	95.15%
Eye irritation	-	0.8585	85.85%
Skin irritation	+	0.5134	51.34%
Skin corrosion	-	0.8498	84.98%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5417	54.17%
Micronuclear	-	0.6809	68.09%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.6644	66.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6935	69.35%
Acute Oral Toxicity (c)	III	0.6864	68.64%
Estrogen receptor binding	-	0.6061	60.61%
Androgen receptor binding	-	0.4824	48.24%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5838	58.38%
PPAR gamma	-	0.5564	55.64%
Honey bee toxicity	-	0.9359	93.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4631	46.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	93.97%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.97%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.91%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.85%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.46%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187126
• LOTUS: LTS0143885
• wikiData: Q105277090