2-Chloro-5,8-dihydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione, 9CI

Details

• Internal ID: de538d9a-abcf-4651-be29-d3fc97e47ce1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: 2-chloro-5,8-dihydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione
• InChI: InChI=1S/C15H13ClO4/c1-7(2)3-4-8-13(16)15(20)12-10(18)6-5-9(17)11(12)14(8)19/h3,5-6,17-18H,4H2,1-2H3
• InChI Key: CRNOJRLIVCGQAY-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃ClO₄
• Molecular Weight: 292.71 g/mol
• Exact Mass: 292.0502366 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8376	83.76%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8251	82.51%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7544	75.44%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.9558	95.58%
CYP3A4 substrate	-	0.5792	57.92%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	+	0.9258	92.58%
CYP2C19 inhibition	+	0.8710	87.10%
CYP2D6 inhibition	+	0.5310	53.10%
CYP1A2 inhibition	+	0.8273	82.73%
CYP2C8 inhibition	-	0.9131	91.31%
CYP inhibitory promiscuity	+	0.8828	88.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7536	75.36%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.6920	69.20%
Skin irritation	-	0.5475	54.75%
Skin corrosion	-	0.8492	84.92%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7310	73.10%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.5280	52.80%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7899	78.99%
Acute Oral Toxicity (c)	III	0.5936	59.36%
Estrogen receptor binding	+	0.8816	88.16%
Androgen receptor binding	+	0.6815	68.15%
Thyroid receptor binding	-	0.5939	59.39%
Glucocorticoid receptor binding	+	0.9049	90.49%
Aromatase binding	+	0.5469	54.69%
PPAR gamma	+	0.9164	91.64%
Honey bee toxicity	-	0.9134	91.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5353	53.53%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL301	P24941	Cyclin-dependent kinase 2	82.67%	91.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.34%	96.90%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 155118724
• LOTUS: LTS0211758
• wikiData: Q104968620