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

Details

• Internal ID: 56a8fa1a-491c-40c3-ab0e-96e0a0ab2af6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (2S)-5-(4-methylpent-3-enyl)-2-[(E)-5-(5-oxo-2H-furan-4-yl)pent-2-en-2-yl]-2,3-dihydropyran-6-one
• InChI: InChI=1S/C20H26O4/c1-14(2)6-4-8-16-10-11-18(24-20(16)22)15(3)7-5-9-17-12-13-23-19(17)21/h6-7,10,12,18H,4-5,8-9,11,13H2,1-3H3/b15-7+/t18-/m0/s1
• InChI Key: PRLXHEUKWIVTBJ-APSGNOSNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 4
• 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	+	0.9767	97.67%
Caco-2	+	0.6674	66.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8932	89.32%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7425	74.25%
P-glycoprotein inhibitior	-	0.4887	48.87%
P-glycoprotein substrate	-	0.8563	85.63%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.8278	82.78%
CYP2C19 inhibition	-	0.8290	82.90%
CYP2D6 inhibition	-	0.8370	83.70%
CYP1A2 inhibition	-	0.6542	65.42%
CYP2C8 inhibition	-	0.9125	91.25%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9732	97.32%
Eye irritation	-	0.7422	74.22%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3904	39.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7930	79.30%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.6008	60.08%
Androgen receptor binding	-	0.5928	59.28%
Thyroid receptor binding	-	0.5463	54.63%
Glucocorticoid receptor binding	-	0.4735	47.35%
Aromatase binding	-	0.5079	50.79%
PPAR gamma	+	0.5496	54.96%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	94.28%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.97%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.77%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.34%	89.34%
CHEMBL4040	P28482	MAP kinase ERK2	80.51%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.09%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843439
• LOTUS: LTS0230332
• wikiData: Q105213806