[(1S)-1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl] acetate

Details

• Internal ID: 02be6a9c-e880-4d8c-a2d0-5970bb2fd3e0
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [(1S)-1-(1-hydroxy-3,6-dimethoxy-5,8-dioxonaphthalen-2-yl)ethyl] acetate
• InChI: InChI=1S/C16H16O7/c1-7(23-8(2)17)13-11(21-3)5-9-14(16(13)20)10(18)6-12(22-4)15(9)19/h5-7,20H,1-4H3/t7-/m0/s1
• InChI Key: SNIIQTSBSNAYGY-ZETCQYMHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 7
• 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	+	0.9937	99.37%
Caco-2	+	0.5988	59.88%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7795	77.95%
P-glycoprotein inhibitior	-	0.6060	60.60%
P-glycoprotein substrate	-	0.7261	72.61%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.7811	78.11%
CYP2C9 inhibition	-	0.9173	91.73%
CYP2C19 inhibition	-	0.8786	87.86%
CYP2D6 inhibition	-	0.9144	91.44%
CYP1A2 inhibition	+	0.6165	61.65%
CYP2C8 inhibition	-	0.7152	71.52%
CYP inhibitory promiscuity	-	0.6679	66.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8956	89.56%
Carcinogenicity (trinary)	Non-required	0.4424	44.24%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.5447	54.47%
Skin irritation	-	0.6275	62.75%
Skin corrosion	-	0.9782	97.82%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5867	58.67%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.5106	51.06%
skin sensitisation	-	0.8168	81.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	II	0.7055	70.55%
Estrogen receptor binding	+	0.8094	80.94%
Androgen receptor binding	+	0.5280	52.80%
Thyroid receptor binding	-	0.6915	69.15%
Glucocorticoid receptor binding	-	0.4888	48.88%
Aromatase binding	+	0.5543	55.43%
PPAR gamma	-	0.5960	59.60%
Honey bee toxicity	-	0.8454	84.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9916	99.16%

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	96.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.29%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.02%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	89.79%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.43%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.75%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.72%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.90%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.72%	97.21%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.44%	89.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.38%	94.42%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.53%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162884847
• LOTUS: LTS0233444
• wikiData: Q105256479