Questinol

Details

• Internal ID: 72ca8ba9-14f0-493b-bf60-f4200928498e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthracene-9,10-dione
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3O)CO)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3O)CO)O
• InChI: InChI=1S/C16H12O6/c1-22-12-5-8(18)4-10-14(12)16(21)13-9(15(10)20)2-7(6-17)3-11(13)19/h2-5,17-19H,6H2,1H3
• InChI Key: SNBGJGNOQURXCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 35688-09-6
• 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthracene-9,10-dione
• omega-Hydroxymethylemodin
• 1,6-Dihydroxy-3-(hydroxymethyl)-8-methoxy-9,10-anthracenedione
• 9,10-Anthracenedione, 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxy-
• Questinol_120239
• SCHEMBL16226232
• CHEBI:81349
• DTXSID50189192
• AKOS040762261
• C17811
• 1,6-Dihydroxy-3-hydroxymethyl-8-methoxyanthraquinone
• Q27155288
• 1-Hydroxy-3-(hydroxymethyl)-6-hydroxy-8-methoxy-9,10-anthraquinone
• 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxy-9,10-dihydroanthracene-9,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8616	86.16%
OATP2B1 inhibitior	-	0.7078	70.78%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8592	85.92%
P-glycoprotein inhibitior	-	0.8828	88.28%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	+	0.5140	51.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.6782	67.82%
CYP2C9 inhibition	+	0.7126	71.26%
CYP2C19 inhibition	+	0.6215	62.15%
CYP2D6 inhibition	-	0.7665	76.65%
CYP1A2 inhibition	+	0.8749	87.49%
CYP2C8 inhibition	-	0.6370	63.70%
CYP inhibitory promiscuity	+	0.5521	55.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7808	78.08%
Carcinogenicity (trinary)	Non-required	0.6338	63.38%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.8675	86.75%
Skin irritation	-	0.7389	73.89%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	+	0.7746	77.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7117	71.17%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5281	52.81%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7823	78.23%
Acute Oral Toxicity (c)	II	0.4533	45.33%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.5628	56.28%
Thyroid receptor binding	-	0.6968	69.68%
Glucocorticoid receptor binding	+	0.7853	78.53%
Aromatase binding	+	0.7690	76.90%
PPAR gamma	+	0.6339	63.39%
Honey bee toxicity	-	0.8794	87.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9265	92.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.37%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.07%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.07%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.83%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.28%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	83.39%	90.20%
CHEMBL1921	P47901	Vasopressin V1b receptor	82.31%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.14%	86.92%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.70%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.15%	99.15%

Plants that contains it

• Aconitum seravschanicum
• Adansonia grandidieri
• Alkekengi officinarum
• Aphyllocladus denticulatus
• Bassia muricata
• Dendriopoterium menendezii
• Dianthera secunda
• Dodonaea viscosa
• Dysoxylum cumingianum
• Enceliopsis argophylla
• Flacourtia jangomas
• Galatella sedifolia subsp. sedifolia
• Lavandula angustifolia subsp. pyrenaica
• Miliusa velutina
• Neobalanocarpus heimii
• Onobrychis arenaria
• Psychotria stachyoides
• Reynoutria japonica
• Reynoutria multiflora
• Rumex patientia
• Senecio subdentatus
• Teucrium yemense
• Trichotosia mollis

Cross-Links

• PubChem: 147621
• NPASS: NPC139508
• LOTUS: LTS0082042
• wikiData: Q27155288