2-[2-[(5S)-5-hydroxyoxan-3-yl]-2-oxoethoxy]naphthalene-1,4-dione

Details

• Internal ID: 6c0c8b90-487e-4681-b5b6-e2d26bcefb40
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 2-[2-[(5S)-5-hydroxyoxan-3-yl]-2-oxoethoxy]naphthalene-1,4-dione
• InChI: InChI=1S/C17H16O6/c18-11-5-10(7-22-8-11)15(20)9-23-16-6-14(19)12-3-1-2-4-13(12)17(16)21/h1-4,6,10-11,18H,5,7-9H2/t10?,11-/m0/s1
• InChI Key: LRCACFVPQQFWKE-DTIOYNMSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9555	95.55%
Caco-2	-	0.7000	70.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7889	78.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5888	58.88%
P-glycoprotein inhibitior	-	0.7033	70.33%
P-glycoprotein substrate	-	0.7163	71.63%
CYP3A4 substrate	+	0.5281	52.81%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.7669	76.69%
CYP3A4 inhibition	-	0.6548	65.48%
CYP2C9 inhibition	-	0.6958	69.58%
CYP2C19 inhibition	+	0.5617	56.17%
CYP2D6 inhibition	-	0.8101	81.01%
CYP1A2 inhibition	-	0.5484	54.84%
CYP2C8 inhibition	-	0.6831	68.31%
CYP inhibitory promiscuity	-	0.7694	76.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6934	69.34%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8519	85.19%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7334	73.34%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6823	68.23%
skin sensitisation	-	0.7244	72.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6368	63.68%
Acute Oral Toxicity (c)	III	0.4366	43.66%
Estrogen receptor binding	+	0.8545	85.45%
Androgen receptor binding	+	0.8471	84.71%
Thyroid receptor binding	-	0.6461	64.61%
Glucocorticoid receptor binding	+	0.5688	56.88%
Aromatase binding	+	0.8091	80.91%
PPAR gamma	+	0.6173	61.73%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9118	91.18%

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	96.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.99%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	92.22%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.18%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.22%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.42%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	82.76%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.51%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.40%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162820895
• LOTUS: LTS0140147
• wikiData: Q105156056