2-(4-Methyl-3-pentenyl)anthraquinone

Details

• Internal ID: 8fe7d5c8-e390-4984-b2a5-d63cffb4be0c
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-(4-methylpent-3-enyl)anthracene-9,10-dione
• InChI: InChI=1S/C20H18O2/c1-13(2)6-5-7-14-10-11-17-18(12-14)20(22)16-9-4-3-8-15(16)19(17)21/h3-4,6,8-12H,5,7H2,1-2H3
• InChI Key: NQVBCGTZRWHVSY-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₂
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.130679813 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• HKP95YQ9XY
• 71308-16-2
• UNII-HKP95YQ9XY
• 2-(4-methylpent-3-enyl)anthracene-9,10-dione
• EC 428-320-1
• NSC 248045
• NSC-248045
• NSC248045
• SCHEMBL2106464
• CHEMBL4797118
• DTXSID90311955
• CHEBI:174765
• 2-(4-Methylpent-3-en-1-yl)anthracene-9,10-dione
• 9,10-Anthracenedione, 2-(4-methyl-3-penten-1-yl)-
• 2-(4-METHYLPENT-3-EN-1-YL)-9,10-DIHYDROANTHRACENE-9,10-DIONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7635	76.35%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7596	75.96%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	-	0.5591	55.91%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.6889	68.89%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	+	0.8491	84.91%
CYP2C19 inhibition	+	0.8148	81.48%
CYP2D6 inhibition	-	0.5789	57.89%
CYP1A2 inhibition	+	0.8761	87.61%
CYP2C8 inhibition	-	0.9053	90.53%
CYP inhibitory promiscuity	+	0.8377	83.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8710	87.10%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.5961	59.61%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6954	69.54%
Micronuclear	-	0.8441	84.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.7628	76.28%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4657	46.57%
Acute Oral Toxicity (c)	III	0.6083	60.83%
Estrogen receptor binding	+	0.9328	93.28%
Androgen receptor binding	+	0.8728	87.28%
Thyroid receptor binding	-	0.5821	58.21%
Glucocorticoid receptor binding	+	0.8292	82.92%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	+	0.8600	86.00%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.45%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.39%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.95%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.72%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.25%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.79%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.13%	96.09%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 317256
• LOTUS: LTS0264358
• wikiData: Q82062184