1,4,7-Trihydroxy-2-(hydroxymethyl)-5-methoxyanthracene-9,10-dione

Details

• Internal ID: 585071e0-7aba-4076-9b65-c6fd098fc4a6
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,4,7-trihydroxy-2-(hydroxymethyl)-5-methoxyanthracene-9,10-dione
• InChI: InChI=1S/C16H12O7/c1-23-10-4-7(18)3-8-11(10)16(22)12-9(19)2-6(5-17)14(20)13(12)15(8)21/h2-4,17-20H,5H2,1H3
• InChI Key: YAPKKYUMDJXMGU-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): 124.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.6791	67.91%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8390	83.90%
P-glycoprotein inhibitior	-	0.9301	93.01%
P-glycoprotein substrate	-	0.8421	84.21%
CYP3A4 substrate	+	0.5374	53.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.7200	72.00%
CYP2C9 inhibition	-	0.5300	53.00%
CYP2C19 inhibition	-	0.5596	55.96%
CYP2D6 inhibition	-	0.8646	86.46%
CYP1A2 inhibition	+	0.8438	84.38%
CYP2C8 inhibition	-	0.6250	62.50%
CYP inhibitory promiscuity	+	0.5138	51.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8475	84.75%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.7380	73.80%
Skin irritation	-	0.7339	73.39%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	+	0.7609	76.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.6622	66.22%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8962	89.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6682	66.82%
Acute Oral Toxicity (c)	III	0.5919	59.19%
Estrogen receptor binding	+	0.8914	89.14%
Androgen receptor binding	+	0.5910	59.10%
Thyroid receptor binding	-	0.6786	67.86%
Glucocorticoid receptor binding	+	0.8523	85.23%
Aromatase binding	+	0.7338	73.38%
PPAR gamma	+	0.5902	59.02%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.31%	94.00%
CHEMBL4208	P20618	Proteasome component C5	91.54%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.13%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.85%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.64%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	87.01%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.12%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.84%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.48%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.71%	92.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14355113
• LOTUS: LTS0228951
• wikiData: Q105345483