2-[(2S)-4-(4-methylpent-3-enyl)-2,5-dihydrofuran-2-yl]cyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 45d4d371-3e39-4d4a-95d7-bef77e2c3370
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones
• IUPAC Name: 2-[(2S)-4-(4-methylpent-3-enyl)-2,5-dihydrofuran-2-yl]cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC(=CCCC1=CC(OC1)C2=CC(=O)C=CC2=O)C
• SMILES (Isomeric): CC(=CCCC1=C[C@H](OC1)C2=CC(=O)C=CC2=O)C
• InChI: InChI=1S/C16H18O3/c1-11(2)4-3-5-12-8-16(19-10-12)14-9-13(17)6-7-15(14)18/h4,6-9,16H,3,5,10H2,1-2H3/t16-/m0/s1
• InChI Key: MQVIMAJNAQWVSP-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₃
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8243	82.43%
Blood Brain Barrier	+	0.5428	54.28%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8698	86.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.4716	47.16%
P-glycoprotein inhibitior	-	0.8011	80.11%
P-glycoprotein substrate	-	0.7577	75.77%
CYP3A4 substrate	+	0.5637	56.37%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.9010	90.10%
CYP2C9 inhibition	-	0.6367	63.67%
CYP2C19 inhibition	-	0.7251	72.51%
CYP2D6 inhibition	-	0.8540	85.40%
CYP1A2 inhibition	+	0.6658	66.58%
CYP2C8 inhibition	-	0.9068	90.68%
CYP inhibitory promiscuity	+	0.6081	60.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6311	63.11%
Eye corrosion	-	0.9281	92.81%
Eye irritation	-	0.8033	80.33%
Skin irritation	-	0.5341	53.41%
Skin corrosion	-	0.8847	88.47%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6963	69.63%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6785	67.85%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4510	45.10%
Acute Oral Toxicity (c)	III	0.7011	70.11%
Estrogen receptor binding	-	0.4798	47.98%
Androgen receptor binding	-	0.6428	64.28%
Thyroid receptor binding	-	0.7145	71.45%
Glucocorticoid receptor binding	-	0.5599	55.99%
Aromatase binding	-	0.6471	64.71%
PPAR gamma	+	0.5299	52.99%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9770	97.70%

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	96.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	88.97%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.90%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.13%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.19%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.37%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.20%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.69%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%

Plants that contains it

• Lithospermum erythrorhizon

Cross-Links

• PubChem: 163003273
• LOTUS: LTS0090395
• wikiData: Q105170298