3-Hydroxy-2-methoxy-8,8,10-trimethylanthracene-1,4,5-trione

Details

• Internal ID: 7fd31276-bc18-4d71-9d43-44569cea2439
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 3-hydroxy-2-methoxy-8,8,10-trimethylanthracene-1,4,5-trione
• SMILES (Canonical): CC1=C2C(=CC3=C1C(=O)C=CC3(C)C)C(=O)C(=C(C2=O)O)OC
• SMILES (Isomeric): CC1=C2C(=CC3=C1C(=O)C=CC3(C)C)C(=O)C(=C(C2=O)O)OC
• InChI: InChI=1S/C18H16O5/c1-8-12-9(14(20)17(23-4)16(22)15(12)21)7-10-13(8)11(19)5-6-18(10,2)3/h5-7,22H,1-4H3
• InChI Key: WDTBOXWKTJHTQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 5
• 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	+	0.9952	99.52%
Caco-2	+	0.7877	78.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8367	83.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8672	86.72%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8324	83.24%
P-glycoprotein inhibitior	-	0.7378	73.78%
P-glycoprotein substrate	-	0.8549	85.49%
CYP3A4 substrate	+	0.5974	59.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	+	0.5136	51.36%
CYP2C9 inhibition	-	0.7050	70.50%
CYP2C19 inhibition	-	0.6154	61.54%
CYP2D6 inhibition	-	0.7923	79.23%
CYP1A2 inhibition	+	0.6503	65.03%
CYP2C8 inhibition	-	0.7350	73.50%
CYP inhibitory promiscuity	-	0.5320	53.20%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8956	89.56%
Carcinogenicity (trinary)	Non-required	0.5359	53.59%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.7493	74.93%
Skin irritation	-	0.7066	70.66%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5784	57.84%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.6673	66.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5195	51.95%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	-	0.6356	63.56%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.5990	59.90%
Aromatase binding	-	0.5757	57.57%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.8837	88.37%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9833	98.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.07%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.09%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.81%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	86.75%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.64%	96.67%
CHEMBL2535	P11166	Glucose transporter	85.12%	98.75%
CHEMBL4208	P20618	Proteasome component C5	85.10%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.05%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.79%	82.69%

Plants that contains it

• Byrsonima microphylla

Cross-Links

• PubChem: 135453048
• LOTUS: LTS0051774
• wikiData: Q105302680