1,2-Naphthalenedione, 7,8-dihydroxy-3-methyl-5-(1-methylethyl)-

Details

• Internal ID: 22231e65-c394-434a-a22a-269401a8134f
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 7,8-dihydroxy-3-methyl-5-propan-2-ylnaphthalene-1,2-dione
• InChI: InChI=1S/C14H14O4/c1-6(2)8-5-10(15)13(17)11-9(8)4-7(3)12(16)14(11)18/h4-6,15,17H,1-3H3
• InChI Key: YUIHMDWNIOYMRP-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1,2-Naphthalenedione, 7,8-dihydroxy-3-methyl-5-(1-methylethyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.5215	52.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8063	80.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9386	93.86%
P-glycoprotein inhibitior	-	0.9659	96.59%
P-glycoprotein substrate	-	0.9206	92.06%
CYP3A4 substrate	-	0.5626	56.26%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7703	77.03%
CYP2C9 inhibition	+	0.8469	84.69%
CYP2C19 inhibition	-	0.5310	53.10%
CYP2D6 inhibition	-	0.7675	76.75%
CYP1A2 inhibition	+	0.8986	89.86%
CYP2C8 inhibition	-	0.9350	93.50%
CYP inhibitory promiscuity	+	0.5936	59.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9454	94.54%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.9259	92.59%
Skin irritation	-	0.5795	57.95%
Skin corrosion	-	0.8774	87.74%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7128	71.28%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6982	69.82%
skin sensitisation	+	0.5679	56.79%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.6292	62.92%
Estrogen receptor binding	-	0.5951	59.51%
Androgen receptor binding	+	0.5485	54.85%
Thyroid receptor binding	-	0.6163	61.63%
Glucocorticoid receptor binding	+	0.5680	56.80%
Aromatase binding	-	0.7730	77.30%
PPAR gamma	-	0.7847	78.47%
Honey bee toxicity	-	0.8852	88.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.65%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.13%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.61%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.30%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.35%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.26%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.68%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.35%	93.40%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.72%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.49%	85.14%
CHEMBL4581	P52732	Kinesin-like protein 1	82.42%	93.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.38%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Kydia calycina

Cross-Links

• PubChem: 135596557
• LOTUS: LTS0066811
• wikiData: Q104395683