1,3,4,5-Tetrahydroxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 478807e9-5834-4def-bf75-810fa48b3379
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,4,5-tetrahydroxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC=C3O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1O)O)C(=O)C3=C(C2=O)C=CC=C3O)O
• InChI: InChI=1S/C15H10O6/c1-5-11(17)9-10(15(21)12(5)18)14(20)8-6(13(9)19)3-2-4-7(8)16/h2-4,16-18,21H,1H3
• InChI Key: ISLPQMKIYJEMAP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 1,3,4,5-Tetrahydroxy-2-methylanthracene-9,10-dione
• DTXSID30754988
• RefChem:72231
• DTXCID70705732
• SCHEMBL28651024

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.5666	56.66%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	0.6900	69.00%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8581	85.81%
P-glycoprotein inhibitior	-	0.9569	95.69%
P-glycoprotein substrate	-	0.9195	91.95%
CYP3A4 substrate	-	0.5694	56.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	+	0.5205	52.05%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.8513	85.13%
CYP1A2 inhibition	+	0.8546	85.46%
CYP2C8 inhibition	-	0.9267	92.67%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8775	87.75%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.8738	87.38%
Skin irritation	+	0.6662	66.62%
Skin corrosion	-	0.6358	63.58%
Ames mutagenesis	+	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8357	83.57%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	-	0.5769	57.69%
Thyroid receptor binding	-	0.6559	65.59%
Glucocorticoid receptor binding	+	0.8827	88.27%
Aromatase binding	-	0.5102	51.02%
PPAR gamma	+	0.7056	70.56%
Honey bee toxicity	-	0.9667	96.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.51%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	96.30%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.79%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.21%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.98%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.78%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.68%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.83%	96.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.38%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.10%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.07%	94.75%

Plants that contains it

• Ventilago denticulata

Cross-Links

• PubChem: 71325692
• LOTUS: LTS0196527
• wikiData: Q82706441