4,5-Dihydroxy-1,2,3-trimethoxyanthracene-9,10-dione

Details

• Internal ID: 97a254c1-f31c-4eb4-8e2e-1acefeb9d183
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 4,5-dihydroxy-1,2,3-trimethoxyanthracene-9,10-dione
• InChI: InChI=1S/C17H14O7/c1-22-15-11-10(14(21)16(23-2)17(15)24-3)13(20)9-7(12(11)19)5-4-6-8(9)18/h4-6,18,21H,1-3H3
• InChI Key: GZYQABRNTGUTSX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 7
• 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	+	0.9863	98.63%
Caco-2	+	0.7451	74.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7836	78.36%
P-glycoprotein inhibitior	-	0.6379	63.79%
P-glycoprotein substrate	-	0.9249	92.49%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.8259	82.59%
CYP1A2 inhibition	+	0.8940	89.40%
CYP2C8 inhibition	-	0.7872	78.72%
CYP inhibitory promiscuity	-	0.7081	70.81%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.9049	90.49%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7959	79.59%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	-	0.6373	63.73%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	-	0.5614	56.14%
PPAR gamma	+	0.6085	60.85%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.03%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.10%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.28%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	90.60%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.38%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.04%	91.49%
CHEMBL2535	P11166	Glucose transporter	87.95%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.28%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.06%	90.24%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.50%	96.67%
CHEMBL2056	P21728	Dopamine D1 receptor	82.13%	91.00%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.41%	91.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.38%	93.03%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 163192271
• LOTUS: LTS0064636
• wikiData: Q105024738