2-[(2Z,4E,6E)-9-[5-(furan-3-ylmethyl)furan-3-yl]-2,6-dimethylnona-2,4,6-trienyl]-3-hydroxy-4-methyl-2H-furan-5-one

Details

• Internal ID: 05b4efd4-e05a-426a-bbaf-ddb2c1b51fb7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-[(2Z,4E,6E)-9-[5-(furan-3-ylmethyl)furan-3-yl]-2,6-dimethylnona-2,4,6-trienyl]-3-hydroxy-4-methyl-2H-furan-5-one
• InChI: InChI=1S/C25H28O5/c1-17(6-4-8-18(2)12-23-24(26)19(3)25(27)30-23)7-5-9-20-13-22(29-16-20)14-21-10-11-28-15-21/h4,6-8,10-11,13,15-16,23,26H,5,9,12,14H2,1-3H3/b6-4+,17-7+,18-8-
• InChI Key: VWLBUSPIDVXPRA-KBCQMABASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.99
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	+	0.5062	50.62%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6652	66.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7492	74.92%
OATP1B3 inhibitior	+	0.8426	84.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8974	89.74%
P-glycoprotein inhibitior	+	0.8673	86.73%
P-glycoprotein substrate	-	0.5483	54.83%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	+	0.6070	60.70%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.7512	75.12%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.6944	69.44%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.5681	56.81%
CYP2C8 inhibition	+	0.6009	60.09%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.5458	54.58%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8606	86.06%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5608	56.08%
skin sensitisation	-	0.7923	79.23%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6971	69.71%
Acute Oral Toxicity (c)	III	0.5158	51.58%
Estrogen receptor binding	+	0.7719	77.19%
Androgen receptor binding	+	0.7262	72.62%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.6141	61.41%
PPAR gamma	+	0.8287	82.87%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	96.45%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.84%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.53%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.35%	95.50%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.55%	93.65%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.50%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.46%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54715740
• LOTUS: LTS0169169
• wikiData: Q105298152