1,3,8-Trihydroxy-2-methylanthracene-9,10-dione

Details

• Internal ID: a31b89e6-539e-4510-8a13-17572f3180d7
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,8-trihydroxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C=CC=C3O)O
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C=CC=C3O)O
• InChI: InChI=1S/C15H10O5/c1-6-10(17)5-8-12(13(6)18)15(20)11-7(14(8)19)3-2-4-9(11)16/h2-5,16-18H,1H3
• InChI Key: DKBPRYNCMDJTRD-UHFFFAOYSA-N
• Popularity: 7 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

• 1,3,8-Trihydroxy-2-methylanthracene-9,10-dione
• 1,3,8-Trihydroxy-2-methylanthraquinone
• DTXSID10559559

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.6832	68.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8166	81.66%
OATP2B1 inhibitior	-	0.6973	69.73%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9049	90.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8922	89.22%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.9114	91.14%
CYP3A4 substrate	-	0.5369	53.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.6739	67.39%
CYP2C9 inhibition	+	0.8938	89.38%
CYP2C19 inhibition	-	0.5883	58.83%
CYP2D6 inhibition	-	0.7409	74.09%
CYP1A2 inhibition	+	0.8733	87.33%
CYP2C8 inhibition	-	0.8483	84.83%
CYP inhibitory promiscuity	-	0.5562	55.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8296	82.96%
Carcinogenicity (trinary)	Non-required	0.6415	64.15%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.8675	86.75%
Skin irritation	+	0.6874	68.74%
Skin corrosion	-	0.7678	76.78%
Ames mutagenesis	+	0.9656	96.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.8374	83.74%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.7400	74.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5625	56.25%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.8406	84.06%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	+	0.8794	87.94%
Aromatase binding	+	0.6041	60.41%
PPAR gamma	+	0.7268	72.68%
Honey bee toxicity	-	0.9664	96.64%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.71%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.60%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.13%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.30%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.18%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.17%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.32%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.60%	93.03%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.19%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.15%	86.33%

Plants that contains it

• Senna alata

Cross-Links

• PubChem: 14375937
• LOTUS: LTS0048779
• wikiData: Q82442310