(2S)-2,4,5,8-tetrahydroxy-7-methyl-1,2-dihydroanthracene-9,10-dione

Details

• Internal ID: 20cfd7e4-2c66-400f-ab93-860bd4f0e3f2
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (2S)-2,4,5,8-tetrahydroxy-7-methyl-1,2-dihydroanthracene-9,10-dione
• InChI: InChI=1S/C15H12O6/c1-5-2-8(17)11-12(13(5)19)14(20)7-3-6(16)4-9(18)10(7)15(11)21/h2,4,6,16-19H,3H2,1H3/t6-/m0/s1
• InChI Key: SCBOIQFQZQTWSW-LURJTMIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.4948	49.48%
Blood Brain Barrier	-	0.7379	73.79%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7783	77.83%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.8786	87.86%
P-glycoprotein inhibitior	-	0.9677	96.77%
P-glycoprotein substrate	-	0.8822	88.22%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8409	84.09%
CYP3A4 inhibition	+	0.5214	52.14%
CYP2C9 inhibition	+	0.8622	86.22%
CYP2C19 inhibition	+	0.5585	55.85%
CYP2D6 inhibition	-	0.5853	58.53%
CYP1A2 inhibition	+	0.7893	78.93%
CYP2C8 inhibition	-	0.8869	88.69%
CYP inhibitory promiscuity	+	0.6857	68.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8922	89.22%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.7038	70.38%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8691	86.91%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7492	74.92%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	+	0.4825	48.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.4289	42.89%
Estrogen receptor binding	+	0.7062	70.62%
Androgen receptor binding	+	0.5558	55.58%
Thyroid receptor binding	-	0.6250	62.50%
Glucocorticoid receptor binding	+	0.8817	88.17%
Aromatase binding	-	0.7127	71.27%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9770	97.70%

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	96.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.16%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.04%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.47%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.63%	92.68%
CHEMBL217	P14416	Dopamine D2 receptor	85.92%	95.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.69%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.84%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.79%	94.73%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.04%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.70%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191196
• LOTUS: LTS0034731
• wikiData: Q105250003