1,8-Dihydroxy-2,6-dimethylxanthen-9-one

Details

• Internal ID: 4760c5bb-22c3-436f-b53e-74d72ce603c9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,8-dihydroxy-2,6-dimethylxanthen-9-one
• SMILES (Canonical): CC1=C(C2=C(C=C1)OC3=CC(=CC(=C3C2=O)O)C)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)OC3=CC(=CC(=C3C2=O)O)C)O
• InChI: InChI=1S/C15H12O4/c1-7-5-9(16)12-11(6-7)19-10-4-3-8(2)14(17)13(10)15(12)18/h3-6,16-17H,1-2H3
• InChI Key: LUJLBJPRJKELOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.8592	85.92%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7977	79.77%
OATP2B1 inhibitior	-	0.7027	70.27%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7696	76.96%
P-glycoprotein inhibitior	-	0.8395	83.95%
P-glycoprotein substrate	-	0.9433	94.33%
CYP3A4 substrate	-	0.5548	55.48%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.5854	58.54%
CYP2C9 inhibition	+	0.6969	69.69%
CYP2C19 inhibition	+	0.5709	57.09%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.9706	97.06%
CYP2C8 inhibition	-	0.6425	64.25%
CYP inhibitory promiscuity	+	0.5589	55.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9840	98.40%
Eye irritation	+	0.5409	54.09%
Skin irritation	-	0.5140	51.40%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6773	67.73%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8011	80.11%
Acute Oral Toxicity (c)	III	0.6282	62.82%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	+	0.8347	83.47%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.8891	88.91%
Aromatase binding	+	0.8309	83.09%
PPAR gamma	+	0.8257	82.57%
Honey bee toxicity	-	0.9594	95.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	95.40%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.62%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.74%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	92.81%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.72%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.06%	99.23%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	85.03%	95.70%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.69%	95.64%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.35%	90.93%
CHEMBL4581	P52732	Kinesin-like protein 1	81.13%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195715
• LOTUS: LTS0193151
• wikiData: Q105157471