(2R)-5,10-dihydroxy-2-(hydroxymethyl)-1,1-dimethyl-2H-furo[2,3-c]xanthen-6-one

Details

• Internal ID: 246c797f-d0f8-496c-99c3-9d4d5417f186
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (2R)-5,10-dihydroxy-2-(hydroxymethyl)-1,1-dimethyl-2H-furo[2,3-c]xanthen-6-one
• InChI: InChI=1S/C18H16O6/c1-18(2)12(7-19)23-11-6-10(21)13-15(22)8-4-3-5-9(20)16(8)24-17(13)14(11)18/h3-6,12,19-21H,7H2,1-2H3/t12-/m0/s1
• InChI Key: WUWFQFXQCQBPCA-LBPRGKRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	-	0.5728	57.28%
Blood Brain Barrier	-	0.5895	58.95%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8250	82.50%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.9264	92.64%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5567	55.67%
P-glycoprotein inhibitior	-	0.7020	70.20%
P-glycoprotein substrate	-	0.6133	61.33%
CYP3A4 substrate	+	0.5982	59.82%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.6867	68.67%
CYP2C19 inhibition	-	0.6645	66.45%
CYP2D6 inhibition	-	0.8639	86.39%
CYP1A2 inhibition	+	0.5499	54.99%
CYP2C8 inhibition	-	0.6955	69.55%
CYP inhibitory promiscuity	-	0.5862	58.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.6701	67.01%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6672	66.72%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	-	0.7374	73.74%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.6576	65.76%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.5706	57.06%
Glucocorticoid receptor binding	+	0.8624	86.24%
Aromatase binding	+	0.8645	86.45%
PPAR gamma	+	0.9149	91.49%
Honey bee toxicity	-	0.8912	89.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8819	88.19%

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	99.09%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.11%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.49%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	93.82%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.34%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.99%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.68%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.28%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.45%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%

Plants that contains it

• Cratoxylum formosum

Cross-Links

• PubChem: 139081756
• LOTUS: LTS0220291
• wikiData: Q105313354