6-Methyl-3-(3-methylbut-2-enoxy)-5-(4-methyl-3-oxopent-4-enyl)-2-propan-2-ylnaphthalene-1,4-dione

Details

• Internal ID: 54594640-b9f6-4d6c-a623-ee0acfb48e66
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-methyl-3-(3-methylbut-2-enoxy)-5-(4-methyl-3-oxopent-4-enyl)-2-propan-2-ylnaphthalene-1,4-dione
• InChI: InChI=1S/C25H30O4/c1-14(2)12-13-29-25-21(16(5)6)23(27)19-9-8-17(7)18(22(19)24(25)28)10-11-20(26)15(3)4/h8-9,12,16H,3,10-11,13H2,1-2,4-7H3
• InChI Key: IHDMIVRLICRORI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₄
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.21440943 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.6329	63.29%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8464	84.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.9083	90.83%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9088	90.88%
P-glycoprotein inhibitior	+	0.7622	76.22%
P-glycoprotein substrate	-	0.6502	65.02%
CYP3A4 substrate	+	0.6075	60.75%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.5247	52.47%
CYP2C9 inhibition	+	0.7888	78.88%
CYP2C19 inhibition	+	0.7981	79.81%
CYP2D6 inhibition	-	0.7798	77.98%
CYP1A2 inhibition	+	0.8702	87.02%
CYP2C8 inhibition	+	0.4460	44.60%
CYP inhibitory promiscuity	+	0.6789	67.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.6605	66.05%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.7657	76.57%
Skin irritation	-	0.7408	74.08%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4865	48.65%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.5435	54.35%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5535	55.35%
Acute Oral Toxicity (c)	III	0.7025	70.25%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	+	0.6653	66.53%
Thyroid receptor binding	+	0.5334	53.34%
Glucocorticoid receptor binding	+	0.6973	69.73%
Aromatase binding	-	0.5070	50.70%
PPAR gamma	+	0.8151	81.51%
Honey bee toxicity	-	0.8339	83.39%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.31%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.62%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.94%	93.56%
CHEMBL240	Q12809	HERG	87.59%	89.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.02%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.24%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.20%	96.47%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.03%	85.94%
CHEMBL4208	P20618	Proteasome component C5	82.19%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.83%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.14%	82.69%

Plants that contains it

• Salvia cyanescens

Cross-Links

• PubChem: 101938450
• LOTUS: LTS0043303
• wikiData: Q105112946