3-hydroxy-1-methoxy-3-(methoxymethyl)-2H-anthracene-9,10-dione

Details

• Internal ID: 3c331598-3bb6-4b34-8e14-86a8e1c9e25b
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3-hydroxy-1-methoxy-3-(methoxymethyl)-2H-anthracene-9,10-dione
• SMILES (Canonical): COCC1(CC(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)OC)O
• SMILES (Isomeric): COCC1(CC(=C2C(=C1)C(=O)C3=CC=CC=C3C2=O)OC)O
• InChI: InChI=1S/C17H16O5/c1-21-9-17(20)7-12-14(13(8-17)22-2)16(19)11-6-4-3-5-10(11)15(12)18/h3-7,20H,8-9H2,1-2H3
• InChI Key: GISVNPFHKVMEHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7053	70.53%
Blood Brain Barrier	+	0.6569	65.69%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7641	76.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7687	76.87%
P-glycoprotein inhibitior	-	0.7120	71.20%
P-glycoprotein substrate	-	0.7654	76.54%
CYP3A4 substrate	+	0.5688	56.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.6802	68.02%
CYP2C19 inhibition	-	0.6443	64.43%
CYP2D6 inhibition	-	0.7370	73.70%
CYP1A2 inhibition	-	0.5212	52.12%
CYP2C8 inhibition	-	0.7951	79.51%
CYP inhibitory promiscuity	-	0.8331	83.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8918	89.18%
Carcinogenicity (trinary)	Non-required	0.6769	67.69%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.6141	61.41%
Skin irritation	-	0.7281	72.81%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5362	53.62%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.6618	66.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5118	51.18%
Acute Oral Toxicity (c)	III	0.5773	57.73%
Estrogen receptor binding	+	0.8953	89.53%
Androgen receptor binding	+	0.7904	79.04%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.8008	80.08%
Honey bee toxicity	-	0.8960	89.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9515	95.15%

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	96.52%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.89%	82.69%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.98%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.07%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.17%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.49%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.90%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	80.66%	93.31%

Plants that contains it

• Coussarea macrophylla

Cross-Links

• PubChem: 163192662
• LOTUS: LTS0048989
• wikiData: Q105106927