5,8-Dimethyl-3-prop-1-en-2-ylnaphthalene-1,2-dione

Details

• Internal ID: d041af5e-8ea7-4678-8dc3-f27c1a20934f
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5,8-dimethyl-3-prop-1-en-2-ylnaphthalene-1,2-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)C(=O)C2=C(C=C1)C)C(=C)C
• SMILES (Isomeric): CC1=C2C=C(C(=O)C(=O)C2=C(C=C1)C)C(=C)C
• InChI: InChI=1S/C15H14O2/c1-8(2)11-7-12-9(3)5-6-10(4)13(12)15(17)14(11)16/h5-7H,1H2,2-4H3
• InChI Key: SOVPENXFDKVCRN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.099379685 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	+	0.8520	85.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7559	75.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6572	65.72%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.9166	91.66%
CYP3A4 substrate	-	0.6211	62.11%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	-	0.6083	60.83%
CYP2C9 inhibition	+	0.6588	65.88%
CYP2C19 inhibition	+	0.7774	77.74%
CYP2D6 inhibition	-	0.5198	51.98%
CYP1A2 inhibition	+	0.8449	84.49%
CYP2C8 inhibition	-	0.9382	93.82%
CYP inhibitory promiscuity	+	0.7796	77.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9054	90.54%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9811	98.11%
Eye irritation	+	0.8971	89.71%
Skin irritation	-	0.5208	52.08%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6262	62.62%
Micronuclear	-	0.5908	59.08%
Hepatotoxicity	+	0.6354	63.54%
skin sensitisation	+	0.8592	85.92%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5143	51.43%
Acute Oral Toxicity (c)	III	0.4731	47.31%
Estrogen receptor binding	-	0.5944	59.44%
Androgen receptor binding	-	0.5587	55.87%
Thyroid receptor binding	-	0.5633	56.33%
Glucocorticoid receptor binding	-	0.6875	68.75%
Aromatase binding	+	0.6348	63.48%
PPAR gamma	-	0.7315	73.15%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.27%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.23%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.26%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	86.80%	94.73%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162985856
• LOTUS: LTS0187075
• wikiData: Q105257242