1,2-Dihydroxy-3,8-dimethoxy-6-methylanthracene-9,10-dione

Details

• Internal ID: bd930ac9-bad3-490e-9e0c-8afb03ede582
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2-dihydroxy-3,8-dimethoxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)OC)C(=O)C3=C(C(=C(C=C3C2=O)OC)O)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)OC)C(=O)C3=C(C(=C(C=C3C2=O)OC)O)O
• InChI: InChI=1S/C17H14O6/c1-7-4-8-12(10(5-7)22-2)16(20)13-9(14(8)18)6-11(23-3)15(19)17(13)21/h4-6,19,21H,1-3H3
• InChI Key: NZEDELHSHSQXBS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.20
• 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	+	0.9762	97.62%
Caco-2	+	0.7581	75.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7939	79.39%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.9032	90.32%
OATP1B3 inhibitior	+	0.8473	84.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7998	79.98%
P-glycoprotein inhibitior	-	0.7206	72.06%
P-glycoprotein substrate	-	0.9245	92.45%
CYP3A4 substrate	-	0.5146	51.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	+	0.8856	88.56%
CYP2C8 inhibition	-	0.7020	70.20%
CYP inhibitory promiscuity	-	0.8347	83.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.8305	83.05%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7196	71.96%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6301	63.01%
Acute Oral Toxicity (c)	II	0.4758	47.58%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	-	0.5329	53.29%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.7640	76.40%
PPAR gamma	+	0.5758	57.58%
Honey bee toxicity	-	0.8898	88.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	95.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.04%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.06%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.56%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.52%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.79%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.74%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.63%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.45%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.04%	96.67%

Plants that contains it

• Chamaecrista greggii

Cross-Links

• PubChem: 15118834
• LOTUS: LTS0275941
• wikiData: Q105187861