2-Methoxy-3-(2-hydroxyethyl)-1,4-naphthoquinone

Details

• Internal ID: f3daeb01-a1da-4a6a-91d4-5aabe70ae472
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-(2-hydroxyethyl)-3-methoxynaphthalene-1,4-dione
• SMILES (Canonical): COC1=C(C(=O)C2=CC=CC=C2C1=O)CCO
• SMILES (Isomeric): COC1=C(C(=O)C2=CC=CC=C2C1=O)CCO
• InChI: InChI=1S/C13H12O4/c1-17-13-10(6-7-14)11(15)8-4-2-3-5-9(8)12(13)16/h2-5,14H,6-7H2,1H3
• InChI Key: HVFFTDDDEQDGLK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.5948	59.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8138	81.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9011	90.11%
P-glycoprotein inhibitior	-	0.9657	96.57%
P-glycoprotein substrate	-	0.9457	94.57%
CYP3A4 substrate	-	0.5839	58.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7919	79.19%
CYP3A4 inhibition	-	0.6196	61.96%
CYP2C9 inhibition	+	0.5307	53.07%
CYP2C19 inhibition	-	0.5298	52.98%
CYP2D6 inhibition	-	0.8105	81.05%
CYP1A2 inhibition	+	0.7418	74.18%
CYP2C8 inhibition	-	0.9237	92.37%
CYP inhibitory promiscuity	-	0.5765	57.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9018	90.18%
Carcinogenicity (trinary)	Non-required	0.7333	73.33%
Eye corrosion	-	0.9868	98.68%
Eye irritation	+	0.8258	82.58%
Skin irritation	-	0.7086	70.86%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7060	70.60%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6163	61.63%
skin sensitisation	-	0.6683	66.83%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.6353	63.53%
Estrogen receptor binding	+	0.6531	65.31%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	-	0.6815	68.15%
Glucocorticoid receptor binding	-	0.6086	60.86%
Aromatase binding	-	0.6399	63.99%
PPAR gamma	-	0.5628	56.28%
Honey bee toxicity	-	0.8751	87.51%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7227	72.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.66%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.92%	96.00%
CHEMBL2535	P11166	Glucose transporter	85.59%	98.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.36%	82.69%
CHEMBL1907	P15144	Aminopeptidase N	83.08%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.10%	95.83%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.38%	96.67%

Plants that contains it

• Impatiens balsamina

Cross-Links

• PubChem: 10198526
• LOTUS: LTS0021788
• wikiData: Q105034211