3-(2-Hydroxypropan-2-yl)-5,8-dimethylnaphthalene-1,2-dione

Details

• Internal ID: d4b0b477-48fd-4a3c-85fa-463a5b652edc
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-5,8-dimethylnaphthalene-1,2-dione
• SMILES (Canonical): CC1=C2C=C(C(=O)C(=O)C2=C(C=C1)C)C(C)(C)O
• SMILES (Isomeric): CC1=C2C=C(C(=O)C(=O)C2=C(C=C1)C)C(C)(C)O
• InChI: InChI=1S/C15H16O3/c1-8-5-6-9(2)12-10(8)7-11(15(3,4)18)13(16)14(12)17/h5-7,18H,1-4H3
• InChI Key: TYIWPAAARMXKSH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.109944368 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• 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	+	0.7975	79.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8660	86.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9530	95.30%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6844	68.44%
P-glycoprotein inhibitior	-	0.9368	93.68%
P-glycoprotein substrate	-	0.9435	94.35%
CYP3A4 substrate	-	0.6246	62.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8464	84.64%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	+	0.7555	75.55%
CYP2C19 inhibition	+	0.5890	58.90%
CYP2D6 inhibition	-	0.7086	70.86%
CYP1A2 inhibition	+	0.7514	75.14%
CYP2C8 inhibition	-	0.9259	92.59%
CYP inhibitory promiscuity	+	0.6183	61.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9071	90.71%
Carcinogenicity (trinary)	Non-required	0.5439	54.39%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.8866	88.66%
Skin irritation	-	0.5338	53.38%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7059	70.59%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6104	61.04%
skin sensitisation	+	0.6594	65.94%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6171	61.71%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	+	0.5503	55.03%
Androgen receptor binding	-	0.4872	48.72%
Thyroid receptor binding	-	0.5663	56.63%
Glucocorticoid receptor binding	+	0.5538	55.38%
Aromatase binding	+	0.5328	53.28%
PPAR gamma	-	0.5086	50.86%
Honey bee toxicity	-	0.9588	95.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.63%	94.73%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.55%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.30%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.35%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.26%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.16%	100.00%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 13857545
• LOTUS: LTS0229186
• wikiData: Q105267363