Dulxanthone D

Details

• Internal ID: b2776cf9-deb3-46b9-a2c1-2b024ee065ce
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C
• InChI: InChI=1S/C19H18O6/c1-9(2)4-5-11-16-15(8-13(22)19(11)24-3)25-14-7-10(20)6-12(21)17(14)18(16)23/h4,6-8,20-22H,5H2,1-3H3
• InChI Key: JZLXKPGAABLTJE-UHFFFAOYSA-N
• Popularity: 4 references 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

• CHEMBL110491
• SCHEMBL17057010
• CHEBI:175326
• 3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-enyl)xanthen-9-one
• BDBM50221658
• 3,6,8-Trihydroxy-2-methoxy-1-prenylxanthone
• 1,3,6-trihydroxy-7-methoxy-8-prenyl xanthone
• 3,6,8-trihydroxy-2-methoxy-1-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	+	0.9235	92.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4762	47.62%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4700	47.00%
P-glycoprotein inhibitior	-	0.6236	62.36%
P-glycoprotein substrate	-	0.8088	80.88%
CYP3A4 substrate	+	0.5420	54.20%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.9280	92.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6717	67.17%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.5936	59.36%
Skin irritation	-	0.7360	73.60%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4772	47.72%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.7965	79.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7298	72.98%
Acute Oral Toxicity (c)	III	0.6586	65.86%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	+	0.6021	60.21%
Glucocorticoid receptor binding	+	0.8544	85.44%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.8790	87.90%
Honey bee toxicity	-	0.7620	76.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	98.98%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.57%	96.12%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.95%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.47%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.00%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL3194	P02766	Transthyretin	87.96%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.32%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.29%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	82.07%	94.75%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia dulcis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 10405091
• NPASS: NPC241904
• LOTUS: LTS0267274
• wikiData: Q104398838