3,5-Dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 07e4a8a7-b0d7-4a83-8eb3-784b281b7c41
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3,5-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O5/c1-7-11(18)6-9-13(16(7)21-2)14(19)8-4-3-5-10(17)12(8)15(9)20/h3-6,17-18H,1-2H3
• InChI Key: SHNFRVKYNMAKFW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.5675	56.75%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6790	67.90%
P-glycoprotein inhibitior	-	0.7896	78.96%
P-glycoprotein substrate	-	0.9398	93.98%
CYP3A4 substrate	-	0.5053	50.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	+	0.5439	54.39%
CYP2C19 inhibition	-	0.6249	62.49%
CYP2D6 inhibition	-	0.7517	75.17%
CYP1A2 inhibition	+	0.9340	93.40%
CYP2C8 inhibition	-	0.7344	73.44%
CYP inhibitory promiscuity	-	0.5909	59.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7829	78.29%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.9304	93.04%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7608	76.08%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5299	52.99%
Acute Oral Toxicity (c)	II	0.6613	66.13%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	+	0.5288	52.88%
Thyroid receptor binding	-	0.5352	53.52%
Glucocorticoid receptor binding	+	0.8733	87.33%
Aromatase binding	+	0.6204	62.04%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.9501	95.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.98%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.36%	99.15%
CHEMBL2535	P11166	Glucose transporter	91.17%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.73%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.24%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.95%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.62%	96.67%
CHEMBL2056	P21728	Dopamine D1 receptor	84.15%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.35%	93.40%
CHEMBL1907	P15144	Aminopeptidase N	82.15%	93.31%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.59%	93.65%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.18%	90.24%

Plants that contains it

• Pentas suswaensis

Cross-Links

• PubChem: 162958209
• LOTUS: LTS0150358
• wikiData: Q105253082