2-[4-[(E)-5-hydroxy-4-methylpent-3-enyl]furan-2-yl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 4792b345-478b-47a3-8993-3658b70fcf13
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[4-[(E)-5-hydroxy-4-methylpent-3-enyl]furan-2-yl]cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C16H16O4/c1-11(9-17)3-2-4-12-7-16(20-10-12)14-8-13(18)5-6-15(14)19/h3,5-8,10,17H,2,4,9H2,1H3/b11-3+
• InChI Key: XPIIROKFSGXAHX-QDEBKDIKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 4
• 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	+	0.9858	98.58%
Caco-2	+	0.5462	54.62%
Blood Brain Barrier	+	0.5428	54.28%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8327	83.27%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6914	69.14%
P-glycoprotein inhibitior	-	0.8094	80.94%
P-glycoprotein substrate	-	0.7597	75.97%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.7179	71.79%
CYP2C9 inhibition	-	0.6044	60.44%
CYP2C19 inhibition	-	0.6512	65.12%
CYP2D6 inhibition	-	0.8486	84.86%
CYP1A2 inhibition	+	0.6604	66.04%
CYP2C8 inhibition	-	0.7871	78.71%
CYP inhibitory promiscuity	-	0.5691	56.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8210	82.10%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6545	65.45%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7642	76.42%
Acute Oral Toxicity (c)	III	0.6259	62.59%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.7656	76.56%
Thyroid receptor binding	-	0.7121	71.21%
Glucocorticoid receptor binding	+	0.8314	83.14%
Aromatase binding	+	0.8166	81.66%
PPAR gamma	+	0.8221	82.21%
Honey bee toxicity	-	0.8625	86.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	96.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.78%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.42%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 102120040
• LOTUS: LTS0160584
• wikiData: Q105338381