1,3,5,8-Tetrahydroxy-4-(3-hydroxy-3-methylbutyl)xanthen-9-one

Details

• Internal ID: 594648f4-be69-4c78-a801-a9d26216766a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,3,5,8-tetrahydroxy-4-(3-hydroxy-3-methylbutyl)xanthen-9-one
• InChI: InChI=1S/C18H18O7/c1-18(2,24)6-5-8-11(21)7-12(22)14-15(23)13-9(19)3-4-10(20)17(13)25-16(8)14/h3-4,7,19-22,24H,5-6H2,1-2H3
• InChI Key: YPHCCYBDRYGMTN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9509	95.09%
Caco-2	-	0.6432	64.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	+	0.5849	58.49%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6803	68.03%
P-glycoprotein inhibitior	-	0.8356	83.56%
P-glycoprotein substrate	-	0.7850	78.50%
CYP3A4 substrate	-	0.5349	53.49%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.5222	52.22%
CYP2C9 inhibition	-	0.7719	77.19%
CYP2C19 inhibition	-	0.8116	81.16%
CYP2D6 inhibition	-	0.7844	78.44%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	-	0.6979	69.79%
CYP inhibitory promiscuity	-	0.7892	78.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6903	69.03%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.7592	75.92%
Skin irritation	-	0.6874	68.74%
Skin corrosion	-	0.8710	87.10%
Ames mutagenesis	+	0.7336	73.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6530	65.30%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.6688	66.88%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.7876	78.76%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	+	0.9149	91.49%
Aromatase binding	+	0.7766	77.66%
PPAR gamma	+	0.9340	93.40%
Honey bee toxicity	-	0.9209	92.09%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9294	92.94%

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	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.19%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.26%	94.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.05%	96.37%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.70%	93.65%
CHEMBL3194	P02766	Transthyretin	82.41%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.48%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.79%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.52%	99.15%

Plants that contains it

• Garcinia nigrolineata

Cross-Links

• PubChem: 11530321
• LOTUS: LTS0163062
• wikiData: Q105351677