1,4,6-Trihydroxy-8-hexyl-9,10-anthraquinone

Details

• Internal ID: cb0759ef-8dc9-415a-af5a-c69ef0303b66
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1-hexyl-3,5,8-trihydroxyanthracene-9,10-dione
• InChI: InChI=1S/C20H20O5/c1-2-3-4-5-6-11-9-12(21)10-13-16(11)20(25)18-15(23)8-7-14(22)17(18)19(13)24/h7-10,21-23H,2-6H2,1H3
• InChI Key: NCCOXGYNIQFOJY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.6241	62.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	+	0.5704	57.04%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7204	72.04%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.7877	78.77%
CYP3A4 substrate	-	0.5136	51.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.6341	63.41%
CYP2C9 inhibition	-	0.6380	63.80%
CYP2C19 inhibition	-	0.6994	69.94%
CYP2D6 inhibition	-	0.7860	78.60%
CYP1A2 inhibition	+	0.7860	78.60%
CYP2C8 inhibition	+	0.4760	47.60%
CYP inhibitory promiscuity	-	0.5953	59.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.7368	73.68%
Skin irritation	-	0.6083	60.83%
Skin corrosion	-	0.8185	81.85%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5695	56.95%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5831	58.31%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7623	76.23%
Acute Oral Toxicity (c)	III	0.6821	68.21%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	+	0.8070	80.70%
Thyroid receptor binding	-	0.5667	56.67%
Glucocorticoid receptor binding	+	0.8633	86.33%
Aromatase binding	+	0.6574	65.74%
PPAR gamma	+	0.9019	90.19%
Honey bee toxicity	-	0.9723	97.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7737	77.37%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.33%	91.49%
CHEMBL240	Q12809	HERG	96.04%	89.76%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.20%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	90.95%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.75%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	89.39%	96.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.38%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.77%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.25%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.21%	96.37%
CHEMBL1907	P15144	Aminopeptidase N	80.93%	93.31%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.08%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591671
• LOTUS: LTS0089250
• wikiData: Q104172286