(2S)-5,7,10-trihydroxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one

Details

• Internal ID: 4ac2dffb-310c-4eb8-b3a4-c66142c1ca4c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (2S)-5,7,10-trihydroxy-1,1,2-trimethyl-2H-furo[2,3-c]xanthen-6-one
• InChI: InChI=1S/C18H16O6/c1-7-18(2,3)14-11(23-7)6-10(21)13-15(22)12-8(19)4-5-9(20)16(12)24-17(13)14/h4-7,19-21H,1-3H3/t7-/m0/s1
• InChI Key: KIUHCQDWGHJIMP-ZETCQYMHSA-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: 3.80
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 6
• 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	+	0.9805	98.05%
Caco-2	+	0.6190	61.90%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8286	82.86%
OATP2B1 inhibitior	-	0.7032	70.32%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7445	74.45%
P-glycoprotein inhibitior	-	0.6647	66.47%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	+	0.5394	53.94%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.7451	74.51%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5249	52.49%
CYP2D6 inhibition	-	0.7734	77.34%
CYP1A2 inhibition	+	0.8406	84.06%
CYP2C8 inhibition	-	0.7781	77.81%
CYP inhibitory promiscuity	+	0.5501	55.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4452	44.52%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.7466	74.66%
Skin irritation	-	0.6967	69.67%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7050	70.50%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.7756	77.56%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.6385	63.85%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.7225	72.25%
Thyroid receptor binding	+	0.6442	64.42%
Glucocorticoid receptor binding	+	0.8863	88.63%
Aromatase binding	+	0.8582	85.82%
PPAR gamma	+	0.8842	88.42%
Honey bee toxicity	-	0.9065	90.65%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9499	94.99%

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	98.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.54%	85.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.16%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.74%	99.15%
CHEMBL3194	P02766	Transthyretin	82.58%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.66%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.16%	94.73%

Plants that contains it

• Garcinia fusca
• Garcinia gummi-gutta

Cross-Links

• PubChem: 162920111
• LOTUS: LTS0056177
• wikiData: Q105141685