2,5,8-Trihydroxy-1,3-dimethoxyanthracene-9,10-dione

Details

• Internal ID: 37149ff4-e7ec-4494-86e9-45d2e51418ff
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2,5,8-trihydroxy-1,3-dimethoxyanthracene-9,10-dione
• InChI: InChI=1S/C16H12O7/c1-22-9-5-6-10(16(23-2)14(9)20)15(21)12-8(18)4-3-7(17)11(12)13(6)19/h3-5,17-18,20H,1-2H3
• InChI Key: DGUUJRSNOLQLSU-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.6524	65.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	0.7060	70.60%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8088	80.88%
P-glycoprotein inhibitior	-	0.7931	79.31%
P-glycoprotein substrate	-	0.9392	93.92%
CYP3A4 substrate	-	0.5516	55.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.8346	83.46%
CYP2C9 inhibition	+	0.5067	50.67%
CYP2C19 inhibition	-	0.6468	64.68%
CYP2D6 inhibition	-	0.7472	74.72%
CYP1A2 inhibition	+	0.9109	91.09%
CYP2C8 inhibition	-	0.7177	71.77%
CYP inhibitory promiscuity	-	0.6522	65.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.8782	87.82%
Skin irritation	-	0.5600	56.00%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7442	74.42%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8987	89.87%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5901	59.01%
Acute Oral Toxicity (c)	II	0.5323	53.23%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	-	0.4865	48.65%
Thyroid receptor binding	-	0.5269	52.69%
Glucocorticoid receptor binding	+	0.7858	78.58%
Aromatase binding	-	0.4863	48.63%
PPAR gamma	+	0.6293	62.93%
Honey bee toxicity	-	0.9242	92.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.9767	97.67%

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	97.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.52%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.06%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.50%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.29%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.83%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.61%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.14%	80.78%
CHEMBL3194	P02766	Transthyretin	81.64%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.90%	96.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.85%	98.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.04%	96.67%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 25202354
• LOTUS: LTS0261916
• wikiData: Q104979318