5-Hydroxy-7-(1-hydroxyethyl)-4,8-dimethoxybenzo[g][1,3]benzodioxole-6,9-dione

Details

• Internal ID: 463f5ad3-fda8-4578-a6b7-9c9bd19990dc
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 5-hydroxy-7-(1-hydroxyethyl)-4,8-dimethoxybenzo[g][1,3]benzodioxole-6,9-dione
• InChI: InChI=1S/C15H14O8/c1-5(16)6-9(17)7-8(11(19)12(6)20-2)13-15(23-4-22-13)14(21-3)10(7)18/h5,16,18H,4H2,1-3H3
• InChI Key: RFIAKDPXBPEZST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₈
• Molecular Weight: 322.27 g/mol
• Exact Mass: 322.06886740 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.5778	57.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7023	70.23%
P-glycoprotein inhibitior	-	0.8255	82.55%
P-glycoprotein substrate	-	0.9313	93.13%
CYP3A4 substrate	+	0.5128	51.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	+	0.8204	82.04%
CYP2C9 inhibition	+	0.8953	89.53%
CYP2C19 inhibition	+	0.8597	85.97%
CYP2D6 inhibition	-	0.6552	65.52%
CYP1A2 inhibition	-	0.5902	59.02%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	+	0.8393	83.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Danger	0.4763	47.63%
Eye corrosion	-	0.9856	98.56%
Eye irritation	+	0.7105	71.05%
Skin irritation	-	0.7433	74.33%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7706	77.06%
Micronuclear	+	0.7674	76.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6505	65.05%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4601	46.01%
Estrogen receptor binding	+	0.6882	68.82%
Androgen receptor binding	-	0.7298	72.98%
Thyroid receptor binding	-	0.5421	54.21%
Glucocorticoid receptor binding	+	0.7551	75.51%
Aromatase binding	-	0.6389	63.89%
PPAR gamma	+	0.6986	69.86%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9814	98.14%

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	97.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.37%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.71%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.42%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.21%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.90%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.40%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%

Plants that contains it

• Lomandra hastilis

Cross-Links

• PubChem: 101974132
• LOTUS: LTS0233689
• wikiData: Q105235418