Bangangxanthone B

Details

• Internal ID: 74e8d0fd-3dab-45e3-9f97-8073375b0cad
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 1,4,8-trihydroxy-2-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=CC(=C2C(=C1O)C(=O)C3=C(C=CC=C3O2)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C2C(=C1O)C(=O)C3=C(C=CC=C3O2)O)O)C
• InChI: InChI=1S/C18H16O5/c1-9(2)6-7-10-8-12(20)18-15(16(10)21)17(22)14-11(19)4-3-5-13(14)23-18/h3-6,8,19-21H,7H2,1-2H3
• InChI Key: ZXAITARLYXDVLJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.7133	71.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.5486	54.86%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4599	45.99%
P-glycoprotein inhibitior	-	0.6290	62.90%
P-glycoprotein substrate	-	0.8055	80.55%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	+	0.9521	95.21%
CYP2C19 inhibition	+	0.9039	90.39%
CYP2D6 inhibition	+	0.6349	63.49%
CYP1A2 inhibition	+	0.9086	90.86%
CYP2C8 inhibition	-	0.7190	71.90%
CYP inhibitory promiscuity	+	0.8815	88.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7006	70.06%
Eye corrosion	-	0.9906	99.06%
Eye irritation	+	0.7550	75.50%
Skin irritation	-	0.6790	67.90%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.6866	68.66%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	III	0.5531	55.31%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.7162	71.62%
Thyroid receptor binding	-	0.5380	53.80%
Glucocorticoid receptor binding	+	0.9164	91.64%
Aromatase binding	+	0.7358	73.58%
PPAR gamma	+	0.9556	95.56%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.88%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.65%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	87.42%	91.49%
CHEMBL3959	P16083	Quinone reductase 2	87.27%	89.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.38%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.42%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.11%	94.75%

Plants that contains it

• Garcinia smeathmanii

Cross-Links

• PubChem: 11536905
• NPASS: NPC302259
• LOTUS: LTS0013626
• wikiData: Q105385359