Echinofuran B

Details

• Internal ID: 1d74e0fb-1278-4562-83a0-66f250bdb934
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[4-(4-methylpent-3-enyl)furan-2-yl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC(=CCCC1=COC(=C1)C2=CC(=O)C=CC2=O)C
• SMILES (Isomeric): CC(=CCCC1=COC(=C1)C2=CC(=O)C=CC2=O)C
• InChI: InChI=1S/C16H16O3/c1-11(2)4-3-5-12-8-16(19-10-12)14-9-13(17)6-7-15(14)18/h4,6-10H,3,5H2,1-2H3
• InChI Key: ITBIJGTUAQJEBZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• SCHEMBL10868336
• 90685-55-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8665	86.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8124	81.24%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7172	71.72%
P-glycoprotein inhibitior	-	0.6613	66.13%
P-glycoprotein substrate	-	0.8464	84.64%
CYP3A4 substrate	+	0.5135	51.35%
CYP2C9 substrate	+	0.6070	60.70%
CYP2D6 substrate	-	0.8233	82.33%
CYP3A4 inhibition	-	0.8357	83.57%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5238	52.38%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	+	0.7184	71.84%
CYP2C8 inhibition	-	0.8626	86.26%
CYP inhibitory promiscuity	+	0.7692	76.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5497	54.97%
Eye corrosion	-	0.9422	94.22%
Eye irritation	-	0.6335	63.35%
Skin irritation	-	0.5199	51.99%
Skin corrosion	-	0.8299	82.99%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.4867	48.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	III	0.7328	73.28%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	-	0.6273	62.73%
Glucocorticoid receptor binding	+	0.7208	72.08%
Aromatase binding	+	0.7864	78.64%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9712	97.12%

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	96.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.03%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.23%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.09%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.66%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	83.51%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.79%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.93%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.67%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.37%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.30%	95.50%

Plants that contains it

• Arnebia euchroma
• Arnebia guttata
• Lithospermum erythrorhizon

Cross-Links

• PubChem: 13850221
• NPASS: NPC122647
• LOTUS: LTS0226373
• wikiData: Q104393178