1,3,6-Trihydroxy-5-methoxy-4-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: de4dddbf-125c-4739-b522-70788e304faa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,3,6-trihydroxy-5-methoxy-4-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C19H18O6/c1-9(2)4-5-10-13(21)8-14(22)15-16(23)11-6-7-12(20)19(24-3)18(11)25-17(10)15/h4,6-8,20-22H,5H2,1-3H3
• InChI Key: WMYUPMDGHNMILW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.6109	61.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Nucleus	0.4656	46.56%
OATP2B1 inhibitior	-	0.5604	56.04%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6672	66.72%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7367	73.67%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.7033	70.33%
CYP2C9 inhibition	+	0.8037	80.37%
CYP2C19 inhibition	+	0.9081	90.81%
CYP2D6 inhibition	+	0.7062	70.62%
CYP1A2 inhibition	+	0.8876	88.76%
CYP2C8 inhibition	-	0.6551	65.51%
CYP inhibitory promiscuity	+	0.8928	89.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7089	70.89%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.7958	79.58%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6968	69.68%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7854	78.54%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7685	76.85%
Acute Oral Toxicity (c)	III	0.6679	66.79%
Estrogen receptor binding	+	0.9103	91.03%
Androgen receptor binding	+	0.7315	73.15%
Thyroid receptor binding	+	0.6679	66.79%
Glucocorticoid receptor binding	+	0.9443	94.43%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.8899	88.99%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	99.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.07%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	94.88%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.33%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.16%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.01%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.10%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.02%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.67%	96.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.28%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.21%	89.34%

Plants that contains it

• Anaxagorea luzonensis

Cross-Links

• PubChem: 10854769
• LOTUS: LTS0099264
• wikiData: Q105308922