BR-Xanthone B

Details

• Internal ID: b2fb7b2c-47e1-4111-bc86-eb9260c039a6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,4,5-trihydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C(C2=C1C(=O)C3=C(O2)C(=CC=C3)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C2=C1C(=O)C3=C(O2)C(=CC=C3)O)O)O
• InChI: InChI=1S/C14H10O6/c1-19-13-8(16)5-9(17)14-10(13)11(18)6-3-2-4-7(15)12(6)20-14/h2-5,15-17H,1H3
• InChI Key: POWRXIZFZXGLOK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 2,4,5-TRIHYDROXY-1-METHOXYXANTHEN-9-ONE
• 115713-07-0
• SCHEMBL2054079
• CHEBI:138777
• DTXSID501261773
• 1-methoxy-2,4,5-trihydroxyxanthone
• 2,4,5-Trihydroxy-1-methoxyxanthone
• 2,4,5-TRIHYDROXY-1-METHOXY-9H-XANTHEN-9-ONE
• 4-(2-((2,2,2-Trifluoroethyl)amino)ethyl)-1,2-benzenediol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	-	0.5541	55.41%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5512	55.12%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.9429	94.29%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7791	77.91%
P-glycoprotein inhibitior	-	0.7472	74.72%
P-glycoprotein substrate	-	0.8890	88.90%
CYP3A4 substrate	+	0.5255	52.55%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.6321	63.21%
CYP2C9 inhibition	-	0.6549	65.49%
CYP2C19 inhibition	+	0.6923	69.23%
CYP2D6 inhibition	-	0.6476	64.76%
CYP1A2 inhibition	+	0.9724	97.24%
CYP2C8 inhibition	-	0.6990	69.90%
CYP inhibitory promiscuity	+	0.7640	76.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	-	0.9630	96.30%
Eye irritation	+	0.8763	87.63%
Skin irritation	-	0.5358	53.58%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7380	73.80%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.7996	79.96%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	-	0.5819	58.19%
Glucocorticoid receptor binding	+	0.9049	90.49%
Aromatase binding	+	0.7240	72.40%
PPAR gamma	+	0.8379	83.79%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7882	78.82%

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	98.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.97%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.77%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.87%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	89.60%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.50%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.81%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.30%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.93%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	80.85%	93.31%

Plants that contains it

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

Cross-Links

• PubChem: 14034125
• NPASS: NPC199789
• LOTUS: LTS0101946
• wikiData: Q105212726