1,3,6-Trihydroxy-4,5-dimethoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 45971d0b-d02a-440d-bfd3-5dea0271748a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,6-trihydroxy-4,5-dimethoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)OC)C(=O)C3=C(C2=O)C=CC(=C3OC)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)OC)C(=O)C3=C(C2=O)C=CC(=C3OC)O)O
• InChI: InChI=1S/C17H14O7/c1-6-12(19)10-11(17(24-3)13(6)20)15(22)9-7(14(10)21)4-5-8(18)16(9)23-2/h4-5,18-20H,1-3H3
• InChI Key: UKLWSIGRPNPAPL-UHFFFAOYSA-N
• Popularity: 0 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): 113.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.90
• 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	+	0.9718	97.18%
Caco-2	+	0.7668	76.68%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	0.7090	70.90%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	-	0.2689	26.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7699	76.99%
P-glycoprotein inhibitior	-	0.8248	82.48%
P-glycoprotein substrate	-	0.9270	92.70%
CYP3A4 substrate	-	0.5337	53.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.6795	67.95%
CYP2C9 inhibition	-	0.7684	76.84%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.7723	77.23%
CYP1A2 inhibition	+	0.8418	84.18%
CYP2C8 inhibition	-	0.8567	85.67%
CYP inhibitory promiscuity	-	0.5987	59.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9175	91.75%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9851	98.51%
Eye irritation	+	0.8834	88.34%
Skin irritation	-	0.6794	67.94%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6846	68.46%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5470	54.70%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.8792	87.92%
Androgen receptor binding	-	0.5776	57.76%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.8182	81.82%
Aromatase binding	-	0.5162	51.62%
PPAR gamma	+	0.6719	67.19%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.02%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.62%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.39%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.52%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.02%	90.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.51%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.36%	80.78%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.06%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

• Ventilago viminalis

Cross-Links

• PubChem: 101317808
• LOTUS: LTS0241238
• wikiData: Q105274664