2-[2-[2-[1-(2-methoxy-4-methyl-5-oxofuran-2-yl)-2-methylprop-2-enyl]-5-oxo-2H-furan-4-yl]ethyl]-3-methylbut-2-enal

Details

• Internal ID: a6b07f48-6a69-4fac-877c-19d6d3f22b8e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-[2-[2-[1-(2-methoxy-4-methyl-5-oxofuran-2-yl)-2-methylprop-2-enyl]-5-oxo-2H-furan-4-yl]ethyl]-3-methylbut-2-enal
• InChI: InChI=1S/C21H26O6/c1-12(2)16(11-22)8-7-15-9-17(26-20(15)24)18(13(3)4)21(25-6)10-14(5)19(23)27-21/h9-11,17-18H,3,7-8H2,1-2,4-6H3
• InChI Key: IYTPQKWQKYLEMT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• NSC-726177

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9470	94.70%
Caco-2	-	0.5184	51.84%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6761	67.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8509	85.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6223	62.23%
P-glycoprotein inhibitior	-	0.4725	47.25%
P-glycoprotein substrate	-	0.5071	50.71%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	0.5885	58.85%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.6872	68.72%
CYP2C9 inhibition	-	0.7531	75.31%
CYP2C19 inhibition	-	0.6943	69.43%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.6311	63.11%
CYP2C8 inhibition	-	0.5744	57.44%
CYP inhibitory promiscuity	-	0.7285	72.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8153	81.53%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9397	93.97%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4850	48.50%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.7147	71.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6981	69.81%
Acute Oral Toxicity (c)	III	0.6562	65.62%
Estrogen receptor binding	+	0.6635	66.35%
Androgen receptor binding	+	0.5566	55.66%
Thyroid receptor binding	+	0.5651	56.51%
Glucocorticoid receptor binding	+	0.6492	64.92%
Aromatase binding	-	0.5767	57.67%
PPAR gamma	+	0.5816	58.16%
Honey bee toxicity	-	0.5362	53.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	97.13%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.22%	94.80%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.03%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.92%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	84.13%	92.97%
CHEMBL240	Q12809	HERG	84.12%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	81.44%	95.55%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24202891
• LOTUS: LTS0268715
• wikiData: Q105122973