2,2-dimethyl-6H-pyrano[3,2-b]xanthene-5,9,10-triol

Details

• Internal ID: 40e5fa1e-fa33-4a2b-af2b-1f7645251b8c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 2,2-dimethyl-6H-pyrano[3,2-b]xanthene-5,9,10-triol
• InChI: InChI=1S/C18H16O5/c1-18(2)6-5-10-14(23-18)8-13-11(15(10)20)7-9-3-4-12(19)16(21)17(9)22-13/h3-6,8,19-21H,7H2,1-2H3
• InChI Key: QKSMBWFKFWNPHZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9246	92.46%
Caco-2	+	0.6470	64.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6957	69.57%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6423	64.23%
P-glycoprotein inhibitior	-	0.8030	80.30%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	+	0.7895	78.95%
CYP2D6 substrate	-	0.6937	69.37%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5400	54.00%
CYP2D6 inhibition	-	0.8049	80.49%
CYP1A2 inhibition	+	0.5289	52.89%
CYP2C8 inhibition	-	0.5834	58.34%
CYP inhibitory promiscuity	-	0.6275	62.75%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5707	57.07%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.8478	84.78%
Skin irritation	-	0.7053	70.53%
Skin corrosion	-	0.8347	83.47%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4604	46.04%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.7024	70.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8161	81.61%
Acute Oral Toxicity (c)	III	0.5535	55.35%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.7157	71.57%
Thyroid receptor binding	+	0.8214	82.14%
Glucocorticoid receptor binding	+	0.8917	89.17%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.8615	86.15%
Honey bee toxicity	-	0.9273	92.73%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.55%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.52%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.81%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.46%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.28%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.42%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.14%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.74%	85.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.06%	93.40%

Plants that contains it

• Calophyllum brasiliense
• Kielmeyera pumila

Cross-Links

• PubChem: 14804159
• LOTUS: LTS0215698
• wikiData: Q105223295