2-Methyl-3,5,6-trihydroxyanthraquinone

Details

• Internal ID: d4cbc180-dca1-4640-84ca-ca2c2f9165c9
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,7-trihydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=CC(=C3O)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=CC(=C3O)O
• InChI: InChI=1S/C15H10O5/c1-6-4-8-9(5-11(6)17)14(19)12-7(13(8)18)2-3-10(16)15(12)20/h2-5,16-17,20H,1H3
• InChI Key: TWWUOFUFKOJUOO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.5246	52.46%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.6887	68.87%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8562	85.62%
P-glycoprotein inhibitior	-	0.9572	95.72%
P-glycoprotein substrate	-	0.9414	94.14%
CYP3A4 substrate	-	0.5841	58.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	+	0.6307	63.07%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	+	0.9087	90.87%
CYP2C8 inhibition	-	0.8856	88.56%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Warning	0.4989	49.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8736	87.36%
Skin irritation	+	0.7028	70.28%
Skin corrosion	-	0.7698	76.98%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7871	78.71%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6857	68.57%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5194	51.94%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.8516	85.16%
Androgen receptor binding	+	0.7330	73.30%
Thyroid receptor binding	-	0.6338	63.38%
Glucocorticoid receptor binding	+	0.9173	91.73%
Aromatase binding	+	0.5572	55.72%
PPAR gamma	+	0.6363	63.63%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9868	98.68%

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	98.98%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.76%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.63%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.23%	94.73%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	85.64%	95.70%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.67%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.17%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.50%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.43%	94.00%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 12303212
• LOTUS: LTS0088202
• wikiData: Q105266173