Afzeliixanthone A

Details

• Internal ID: a52ace22-c393-43c0-a854-3ee0c033ce8a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 4,6,8-trihydroxy-1-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=CC(=C2C(=C1OC)C(=O)C3=C(C=C(C=C3O2)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C2C(=C1OC)C(=O)C3=C(C=C(C=C3O2)O)O)O)C
• InChI: InChI=1S/C19H18O6/c1-9(2)4-5-10-6-13(22)19-16(18(10)24-3)17(23)15-12(21)7-11(20)8-14(15)25-19/h4,6-8,20-22H,5H2,1-3H3
• InChI Key: ARHRDQTXRXQWDE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 4,6,8-trihydroxy-1-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	+	0.7084	70.84%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4762	47.62%
OATP2B1 inhibitior	-	0.5542	55.42%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6560	65.60%
P-glycoprotein inhibitior	-	0.5325	53.25%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.6906	69.06%
CYP2C9 inhibition	+	0.8689	86.89%
CYP2C19 inhibition	+	0.9093	90.93%
CYP2D6 inhibition	+	0.8517	85.17%
CYP1A2 inhibition	+	0.9077	90.77%
CYP2C8 inhibition	+	0.4831	48.31%
CYP inhibitory promiscuity	+	0.9280	92.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6717	67.17%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.6904	69.04%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4466	44.66%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6246	62.46%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	+	0.9143	91.43%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.5407	54.07%
Glucocorticoid receptor binding	+	0.8361	83.61%
Aromatase binding	+	0.8135	81.35%
PPAR gamma	+	0.9186	91.86%
Honey bee toxicity	-	0.8318	83.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9832	98.32%

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	99.33%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.12%	96.12%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.45%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.59%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.18%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.39%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL3194	P02766	Transthyretin	86.87%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.11%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.75%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.51%	94.75%

Plants that contains it

• Garcinia afzelii

Cross-Links

• PubChem: 11988345
• LOTUS: LTS0082628
• wikiData: Q104917320