2-Hydroxy-1-methoxy-7-methylanthracene-9,10-dione

Details

• Internal ID: 145f29c0-043c-4d6b-a4a3-449503c508de
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2-hydroxy-1-methoxy-7-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)OC
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)OC
• InChI: InChI=1S/C16H12O4/c1-8-3-4-9-11(7-8)15(19)13-10(14(9)18)5-6-12(17)16(13)20-2/h3-7,17H,1-2H3
• InChI Key: BGSVZFQQTPFVTB-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6886	68.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7088	70.88%
P-glycoprotein inhibitior	-	0.7901	79.01%
P-glycoprotein substrate	-	0.9636	96.36%
CYP3A4 substrate	-	0.5773	57.73%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7540	75.40%
CYP2C9 inhibition	-	0.7671	76.71%
CYP2C19 inhibition	-	0.7621	76.21%
CYP2D6 inhibition	-	0.8464	84.64%
CYP1A2 inhibition	+	0.9300	93.00%
CYP2C8 inhibition	-	0.8964	89.64%
CYP inhibitory promiscuity	-	0.7280	72.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9768	97.68%
Eye irritation	+	0.9647	96.47%
Skin irritation	-	0.5521	55.21%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7252	72.52%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5793	57.93%
Acute Oral Toxicity (c)	II	0.6078	60.78%
Estrogen receptor binding	+	0.9062	90.62%
Androgen receptor binding	+	0.7406	74.06%
Thyroid receptor binding	-	0.5740	57.40%
Glucocorticoid receptor binding	+	0.8674	86.74%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.6833	68.33%
Honey bee toxicity	-	0.9159	91.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9751	97.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.69%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.14%	99.15%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.90%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.83%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.78%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.45%	98.75%
CHEMBL4581	P52732	Kinesin-like protein 1	82.10%	93.18%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.75%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.40%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.87%	99.23%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 14259786
• LOTUS: LTS0242388
• wikiData: Q104935722