1,8-Dihydroxy-5-methoxy-3-methylxanthone

Details

• Internal ID: f3db1524-33df-423e-a35c-115da3dd35a5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,8-dihydroxy-5-methoxy-3-methylxanthen-9-one
• SMILES (Canonical): CC1=CC(=C2C(=C1)OC3=C(C=CC(=C3C2=O)O)OC)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)OC3=C(C=CC(=C3C2=O)O)OC)O
• InChI: InChI=1S/C15H12O5/c1-7-5-9(17)12-11(6-7)20-15-10(19-2)4-3-8(16)13(15)14(12)18/h3-6,16-17H,1-2H3
• InChI Key: SNBQFXGZSPRJLG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9667	96.67%
Caco-2	+	0.8161	81.61%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.7069	70.69%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6903	69.03%
P-glycoprotein inhibitior	-	0.6937	69.37%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.5761	57.61%
CYP2C9 inhibition	-	0.7134	71.34%
CYP2C19 inhibition	+	0.5920	59.20%
CYP2D6 inhibition	-	0.6221	62.21%
CYP1A2 inhibition	+	0.9017	90.17%
CYP2C8 inhibition	+	0.4584	45.84%
CYP inhibitory promiscuity	+	0.5329	53.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5697	56.97%
Eye corrosion	-	0.9515	95.15%
Eye irritation	+	0.8794	87.94%
Skin irritation	-	0.6608	66.08%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	+	0.8436	84.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6315	63.15%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5697	56.97%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4943	49.43%
Acute Oral Toxicity (c)	III	0.7448	74.48%
Estrogen receptor binding	+	0.9184	91.84%
Androgen receptor binding	+	0.8704	87.04%
Thyroid receptor binding	+	0.5284	52.84%
Glucocorticoid receptor binding	+	0.9447	94.47%
Aromatase binding	+	0.6978	69.78%
PPAR gamma	+	0.8513	85.13%
Honey bee toxicity	-	0.9207	92.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7067	70.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.88%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.17%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL3194	P02766	Transthyretin	88.83%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.72%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.27%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.59%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.46%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.69%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.64%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.62%	80.78%
CHEMBL4208	P20618	Proteasome component C5	80.60%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54314317
• LOTUS: LTS0194404
• wikiData: Q77372253