1,4-Anthracenedione, 9-hydroxy-2,3-dimethoxy-

Details

• Internal ID: fbb620af-0bd3-4b32-ae63-ba57516b26bd
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 9-hydroxy-2,3-dimethoxyanthracene-1,4-dione
• InChI: InChI=1S/C16H12O5/c1-20-15-13(18)10-7-8-5-3-4-6-9(8)12(17)11(10)14(19)16(15)21-2/h3-7,17H,1-2H3
• InChI Key: CEFJGMDSSUFEBS-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): 72.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 184652-26-4
• 9-HYDROXY-2,3-DIMETHOXYANTHRACENE-1,4-DIONE
• SCHEMBL14567025
• DTXSID30442873
• 9-hydroxy-2,3-dimethoxy-1,4-anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7255	72.55%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9760	97.60%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6504	65.04%
P-glycoprotein inhibitior	-	0.5251	52.51%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	+	0.5219	52.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8312	83.12%
CYP3A4 inhibition	-	0.5478	54.78%
CYP2C9 inhibition	-	0.6162	61.62%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7907	79.07%
CYP1A2 inhibition	+	0.9209	92.09%
CYP2C8 inhibition	-	0.6013	60.13%
CYP inhibitory promiscuity	+	0.6239	62.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8938	89.38%
Carcinogenicity (trinary)	Non-required	0.5294	52.94%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.8203	82.03%
Skin irritation	-	0.5939	59.39%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8105	81.05%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7595	75.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6348	63.48%
Acute Oral Toxicity (c)	II	0.6482	64.82%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	+	0.5168	51.68%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.6182	61.82%
PPAR gamma	+	0.6515	65.15%
Honey bee toxicity	-	0.9443	94.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9926	99.26%

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	98.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.81%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.24%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.13%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.97%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.77%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	88.13%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	86.09%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	85.84%	94.73%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.63%	81.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.33%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.19%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	81.15%	91.00%

Plants that contains it

• Leptopetalum biflorum

Cross-Links

• PubChem: 10636766
• LOTUS: LTS0265000
• wikiData: Q82260436