1,3-Dihydroxy-6,7-dimethoxyanthracene-9,10-dione

Details

• Internal ID: 0e129f96-4ff9-4919-800c-fd2f1f5dbdfd
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3-dihydroxy-6,7-dimethoxyanthracene-9,10-dione
• InChI: InChI=1S/C16H12O6/c1-21-12-5-8-9(6-13(12)22-2)16(20)14-10(15(8)19)3-7(17)4-11(14)18/h3-6,17-18H,1-2H3
• InChI Key: XNGTZVMLKRWTFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.8940	89.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7942	79.42%
P-glycoprotein inhibitior	-	0.7933	79.33%
P-glycoprotein substrate	-	0.9496	94.96%
CYP3A4 substrate	-	0.5399	53.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	+	0.5754	57.54%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.6948	69.48%
CYP1A2 inhibition	+	0.8581	85.81%
CYP2C8 inhibition	-	0.7509	75.09%
CYP inhibitory promiscuity	-	0.5358	53.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.9340	93.40%
Skin irritation	-	0.5739	57.39%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5469	54.69%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	-	0.5427	54.27%
Thyroid receptor binding	+	0.5949	59.49%
Glucocorticoid receptor binding	+	0.8230	82.30%
Aromatase binding	+	0.5921	59.21%
PPAR gamma	+	0.6542	65.42%
Honey bee toxicity	-	0.8762	87.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.95%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.09%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.60%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.65%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.73%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.97%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	81.03%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%

Plants that contains it

• Galium sinaicum

Cross-Links

• PubChem: 10402511
• LOTUS: LTS0042290
• wikiData: Q105331646