(2R)-5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one

Details

• Internal ID: 8f568180-a9d0-4aaf-8b16-c5c8bcdbed08
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (2R)-5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one
• InChI: InChI=1S/C19H18O6/c1-8-19(2,3)14-12(24-8)7-11(21)13-15(22)9-5-6-10(20)17(23-4)16(9)25-18(13)14/h5-8,20-21H,1-4H3/t8-/m1/s1
• InChI Key: DWIBEITYHXOXGF-MRVPVSSYSA-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): 85.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• 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	+	0.9758	97.58%
Caco-2	+	0.6960	69.60%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7307	73.07%
P-glycoprotein inhibitior	+	0.5836	58.36%
P-glycoprotein substrate	-	0.6712	67.12%
CYP3A4 substrate	+	0.6076	60.76%
CYP2C9 substrate	-	0.6279	62.79%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	+	0.5105	51.05%
CYP2C9 inhibition	-	0.7043	70.43%
CYP2C19 inhibition	+	0.7206	72.06%
CYP2D6 inhibition	-	0.5240	52.40%
CYP1A2 inhibition	+	0.6925	69.25%
CYP2C8 inhibition	-	0.6178	61.78%
CYP inhibitory promiscuity	+	0.6404	64.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3908	39.08%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.7755	77.55%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.7063	70.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5900	59.00%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6637	66.37%
Acute Oral Toxicity (c)	III	0.5906	59.06%
Estrogen receptor binding	+	0.8696	86.96%
Androgen receptor binding	+	0.6466	64.66%
Thyroid receptor binding	+	0.7271	72.71%
Glucocorticoid receptor binding	+	0.8595	85.95%
Aromatase binding	+	0.7440	74.40%
PPAR gamma	+	0.8735	87.35%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9175	91.75%

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	99.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.07%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.51%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.68%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.42%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.13%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.31%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	88.99%	94.75%
CHEMBL2581	P07339	Cathepsin D	88.16%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.36%	94.80%
CHEMBL2535	P11166	Glucose transporter	85.06%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.93%	80.78%

Plants that contains it

• Cratoxylum formosum
• Cratoxylum sumatranum

Cross-Links

• PubChem: 102414484
• LOTUS: LTS0023288
• wikiData: Q104990558