1,4,8-Trihydroxy-2-methoxy-5-methylanthracene-9,10-dione

Details

• Internal ID: eb215fca-e4cc-4c25-81c9-370e6b8a568b
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,4,8-trihydroxy-2-methoxy-5-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C2C(=C(C=C1)O)C(=O)C3=C(C2=O)C(=CC(=C3O)OC)O
• SMILES (Isomeric): CC1=C2C(=C(C=C1)O)C(=O)C3=C(C2=O)C(=CC(=C3O)OC)O
• InChI: InChI=1S/C16H12O6/c1-6-3-4-7(17)11-10(6)15(20)12-8(18)5-9(22-2)14(19)13(12)16(11)21/h3-5,17-19H,1-2H3
• InChI Key: JOQQFHPSJSQAKA-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): 104.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

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	+	0.5543	55.43%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8309	83.09%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.9551	95.51%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7983	79.83%
P-glycoprotein inhibitior	-	0.7948	79.48%
P-glycoprotein substrate	-	0.9168	91.68%
CYP3A4 substrate	-	0.5912	59.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
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	-	0.7090	70.90%
CYP inhibitory promiscuity	-	0.6522	65.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.5355	53.55%
Eye corrosion	-	0.9806	98.06%
Eye irritation	+	0.8957	89.57%
Skin irritation	-	0.5600	56.00%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6720	67.20%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6680	66.80%
skin sensitisation	-	0.8987	89.87%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5586	55.86%
Acute Oral Toxicity (c)	II	0.5323	53.23%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.5698	56.98%
Thyroid receptor binding	-	0.5932	59.32%
Glucocorticoid receptor binding	+	0.8829	88.29%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.6401	64.01%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	97.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.49%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.51%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.94%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.69%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.33%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.31%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.89%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.24%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.52%	96.09%
CHEMBL3194	P02766	Transthyretin	82.94%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.55%	93.18%

Plants that contains it

• Cordia oncocalyx

Cross-Links

• PubChem: 56636166
• LOTUS: LTS0168799
• wikiData: Q105132487