4,5,8-trihydroxy-6-methoxy-3-(2-oxopropyl)-3,4-dihydro-2H-naphthalen-1-one

Details

• Internal ID: 2947f61d-db20-4d44-b3a7-b34bcf27796f
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 4,5,8-trihydroxy-6-methoxy-3-(2-oxopropyl)-3,4-dihydro-2H-naphthalen-1-one
• InChI: InChI=1S/C14H16O6/c1-6(15)3-7-4-8(16)11-9(17)5-10(20-2)14(19)12(11)13(7)18/h5,7,13,17-19H,3-4H2,1-2H3
• InChI Key: DFKLLVDXSVLRDE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9432	94.32%
Caco-2	+	0.5150	51.50%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6445	64.45%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8722	87.22%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9232	92.32%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.6600	66.00%
CYP3A4 substrate	+	0.5351	53.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7707	77.07%
CYP3A4 inhibition	-	0.6296	62.96%
CYP2C9 inhibition	-	0.6781	67.81%
CYP2C19 inhibition	-	0.7095	70.95%
CYP2D6 inhibition	-	0.6771	67.71%
CYP1A2 inhibition	+	0.7976	79.76%
CYP2C8 inhibition	-	0.7594	75.94%
CYP inhibitory promiscuity	-	0.6043	60.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8093	80.93%
Skin irritation	-	0.7282	72.82%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6364	63.64%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7918	79.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7077	70.77%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	-	0.5755	57.55%
Androgen receptor binding	-	0.5284	52.84%
Thyroid receptor binding	-	0.6251	62.51%
Glucocorticoid receptor binding	+	0.6907	69.07%
Aromatase binding	-	0.9013	90.13%
PPAR gamma	-	0.5541	55.41%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	+	0.9502	95.02%

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	98.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.14%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	96.73%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.15%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.58%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.12%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.96%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.56%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.31%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	81.98%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.33%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162868573
• LOTUS: LTS0230218
• wikiData: Q103818335