1,3,5,6-Tetrahydroxy-2-(methoxymethyl)anthracene-9,10-dione

Details

• Internal ID: 8bfca71f-9569-4f77-8688-db13ee846e4b
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,5,6-tetrahydroxy-2-(methoxymethyl)anthracene-9,10-dione
• SMILES (Canonical): COCC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C(=C(C=C3)O)O)O
• SMILES (Isomeric): COCC1=C(C=C2C(=C1O)C(=O)C3=C(C2=O)C(=C(C=C3)O)O)O
• InChI: InChI=1S/C16H12O7/c1-23-5-8-10(18)4-7-12(15(8)21)13(19)6-2-3-9(17)16(22)11(6)14(7)20/h2-4,17-18,21-22H,5H2,1H3
• InChI Key: UZBLMZBAAGXGLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9546	95.46%
Caco-2	-	0.7201	72.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6997	69.97%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9136	91.36%
P-glycoprotein inhibitior	-	0.9120	91.20%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	-	0.5112	51.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.8550	85.50%
CYP2C9 inhibition	-	0.7167	71.67%
CYP2C19 inhibition	-	0.8153	81.53%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	+	0.8035	80.35%
CYP2C8 inhibition	-	0.5656	56.56%
CYP inhibitory promiscuity	-	0.8630	86.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6330	63.30%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.8243	82.43%
Skin irritation	-	0.7557	75.57%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7402	74.02%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.7856	78.56%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5067	50.67%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.8479	84.79%
Androgen receptor binding	+	0.6433	64.33%
Thyroid receptor binding	-	0.6116	61.16%
Glucocorticoid receptor binding	+	0.8963	89.63%
Aromatase binding	-	0.4905	49.05%
PPAR gamma	+	0.8539	85.39%
Honey bee toxicity	-	0.9176	91.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	99.19%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.60%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.78%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.08%	89.00%
CHEMBL4208	P20618	Proteasome component C5	86.12%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.19%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.81%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.51%	86.92%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.03%	96.67%
CHEMBL3194	P02766	Transthyretin	82.66%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%

Plants that contains it

• Pentas micrantha

Cross-Links

• PubChem: 163070387
• LOTUS: LTS0074076
• wikiData: Q105282085