5,10-Dihydroxy-2,2-dimethylpyrano[2,3-a]xanthen-9-one

Details

• Internal ID: d43a1110-09d3-48ad-9fbd-d3cec2a55599
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 5,10-dihydroxy-2,2-dimethylpyrano[2,3-a]xanthen-9-one
• InChI: InChI=1S/C18H14O5/c1-18(2)4-3-10-12(19)7-16-11(17(10)23-18)5-9-6-13(20)14(21)8-15(9)22-16/h3-8,19-20H,1-2H3
• InChI Key: YVELDEHBVPFJAD-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: 2.50
• Atomic LogP (AlogP): 3.49
• 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	+	0.9846	98.46%
Caco-2	+	0.6642	66.42%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7243	72.43%
P-glycoprotein inhibitior	-	0.5288	52.88%
P-glycoprotein substrate	-	0.6884	68.84%
CYP3A4 substrate	+	0.5820	58.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	-	0.5783	57.83%
CYP2C9 inhibition	+	0.6227	62.27%
CYP2C19 inhibition	+	0.5822	58.22%
CYP2D6 inhibition	-	0.7622	76.22%
CYP1A2 inhibition	+	0.6226	62.26%
CYP2C8 inhibition	-	0.5701	57.01%
CYP inhibitory promiscuity	+	0.5786	57.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5485	54.85%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.7332	73.32%
Skin irritation	-	0.5640	56.40%
Skin corrosion	-	0.8767	87.67%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4576	45.76%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5635	56.35%
skin sensitisation	-	0.5947	59.47%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6496	64.96%
Acute Oral Toxicity (c)	III	0.7195	71.95%
Estrogen receptor binding	+	0.9316	93.16%
Androgen receptor binding	+	0.8231	82.31%
Thyroid receptor binding	+	0.7537	75.37%
Glucocorticoid receptor binding	+	0.9084	90.84%
Aromatase binding	+	0.8200	82.00%
PPAR gamma	+	0.8598	85.98%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9378	93.78%

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	99.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.18%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.73%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.35%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.22%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.80%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.45%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.15%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.82%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.63%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	80.64%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	80.53%	93.31%

Plants that contains it

• Garcinia merguensis

Cross-Links

• PubChem: 163032639
• LOTUS: LTS0195015
• wikiData: Q105365263