2-Methyl-5-(3-methylbut-2-enoxy)naphthalene-1,4-dione

Details

• Internal ID: 059e5a0a-93d0-40b1-b493-ffbc964dc523
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-methyl-5-(3-methylbut-2-enoxy)naphthalene-1,4-dione
• SMILES (Canonical): CC1=CC(=O)C2=C(C1=O)C=CC=C2OCC=C(C)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(C1=O)C=CC=C2OCC=C(C)C
• InChI: InChI=1S/C16H16O3/c1-10(2)7-8-19-14-6-4-5-12-15(14)13(17)9-11(3)16(12)18/h4-7,9H,8H2,1-3H3
• InChI Key: NUDVCUNUKTWNLB-UHFFFAOYSA-N
• Popularity: 1 reference 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): 43.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7867	78.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8845	88.45%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4544	45.44%
P-glycoprotein inhibitior	-	0.8351	83.51%
P-glycoprotein substrate	-	0.8408	84.08%
CYP3A4 substrate	+	0.5299	52.99%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.8118	81.18%
CYP2C9 inhibition	+	0.8810	88.10%
CYP2C19 inhibition	+	0.9389	93.89%
CYP2D6 inhibition	-	0.7006	70.06%
CYP1A2 inhibition	+	0.9879	98.79%
CYP2C8 inhibition	-	0.7495	74.95%
CYP inhibitory promiscuity	+	0.9276	92.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8752	87.52%
Carcinogenicity (trinary)	Non-required	0.6255	62.55%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.8018	80.18%
Skin irritation	-	0.7577	75.77%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6445	64.45%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5426	54.26%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.8582	85.82%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	+	0.8904	89.04%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	-	0.5584	55.84%
Glucocorticoid receptor binding	+	0.7104	71.04%
Aromatase binding	+	0.8162	81.62%
PPAR gamma	+	0.5666	56.66%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.38%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	89.01%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.99%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.35%	90.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.81%	97.21%
CHEMBL1937	Q92769	Histone deacetylase 2	85.62%	94.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.34%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.68%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.21%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.57%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.36%	94.00%

Plants that contains it

• Plumbago zeylanica

Cross-Links

• PubChem: 127037350
• LOTUS: LTS0024953
• wikiData: Q105185826