7,10-Dihydroxy-12-methoxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one

Details

• Internal ID: dc17573d-551e-490b-9b09-137545f71899
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 7,10-dihydroxy-12-methoxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
• InChI: InChI=1S/C19H16O6/c1-19(2)7-6-9-8-10-14(22)13-11(20)4-5-12(21)17(13)24-16(10)18(23-3)15(9)25-19/h4-8,20-21H,1-3H3
• InChI Key: LKOMJPUWPBDHAJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₆
• Molecular Weight: 340.30 g/mol
• Exact Mass: 340.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.55
• 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	+	0.9798	97.98%
Caco-2	-	0.5582	55.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	0.5751	57.51%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7601	76.01%
P-glycoprotein inhibitior	+	0.6360	63.60%
P-glycoprotein substrate	-	0.6797	67.97%
CYP3A4 substrate	+	0.5951	59.51%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.5429	54.29%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	+	0.6736	67.36%
CYP2D6 inhibition	-	0.5738	57.38%
CYP1A2 inhibition	+	0.5713	57.13%
CYP2C8 inhibition	+	0.5624	56.24%
CYP inhibitory promiscuity	+	0.5742	57.42%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4372	43.72%
Eye corrosion	-	0.9854	98.54%
Eye irritation	+	0.7412	74.12%
Skin irritation	-	0.7745	77.45%
Skin corrosion	-	0.9675	96.75%
Ames mutagenesis	+	0.7636	76.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5812	58.12%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	+	0.7879	78.79%
Glucocorticoid receptor binding	+	0.9206	92.06%
Aromatase binding	+	0.7143	71.43%
PPAR gamma	+	0.8823	88.23%
Honey bee toxicity	-	0.8374	83.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9226	92.26%

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	99.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.50%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.42%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.41%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.01%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.95%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.31%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.18%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.59%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.51%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.42%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.19%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.50%	85.30%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.26%	80.78%

Plants that contains it

• Garcinia xanthochymus

Cross-Links

• PubChem: 162996923
• LOTUS: LTS0222264
• wikiData: Q105153178