6,8-Dihydroxy-3,3-dimethylpyrano[2,3-c]xanthen-7-one

Details

• Internal ID: 59cdf1f3-fbab-4c9c-82ea-4d20e1b6c450
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 6,8-dihydroxy-3,3-dimethylpyrano[2,3-c]xanthen-7-one
• InChI: InChI=1S/C18H14O5/c1-18(2)7-6-9-13(23-18)8-11(20)15-16(21)14-10(19)4-3-5-12(14)22-17(9)15/h3-8,19-20H,1-2H3
• InChI Key: JQFAEGGMFMHYLV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6718	67.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8261	82.61%
OATP2B1 inhibitior	-	0.7062	70.62%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9849	98.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4496	44.96%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7380	73.80%
CYP3A4 substrate	+	0.5756	57.56%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	-	0.5072	50.72%
CYP2C9 inhibition	+	0.7484	74.84%
CYP2C19 inhibition	+	0.5630	56.30%
CYP2D6 inhibition	-	0.7719	77.19%
CYP1A2 inhibition	+	0.5945	59.45%
CYP2C8 inhibition	-	0.6045	60.45%
CYP inhibitory promiscuity	+	0.5831	58.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.8448	84.48%
Skin irritation	-	0.6872	68.72%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6051	60.51%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5602	56.02%
skin sensitisation	-	0.7192	71.92%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7399	73.99%
Estrogen receptor binding	+	0.9077	90.77%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.7714	77.14%
Glucocorticoid receptor binding	+	0.9442	94.42%
Aromatase binding	+	0.8521	85.21%
PPAR gamma	+	0.9133	91.33%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9619	96.19%

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	98.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.42%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.71%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.30%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.16%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.26%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.28%	98.75%

Plants that contains it

• Garcinia nigrolineata

Cross-Links

• PubChem: 163104606
• LOTUS: LTS0256847
• wikiData: Q105133459