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

Details

• Internal ID: c2253292-67d3-4694-961d-9ac964b5ae94
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6-trihydroxy-5-methoxy-4-(2-methylbut-3-en-2-yl)xanthen-9-one
• InChI: InChI=1S/C19H18O6/c1-5-19(2,3)14-12(22)8-11(21)13-15(23)9-6-7-10(20)17(24-4)16(9)25-18(13)14/h5-8,20-22H,1H2,2-4H3
• InChI Key: ZEOKDWPZNMUQNT-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: 4.40
• Atomic LogP (AlogP): 3.54
• 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	+	0.9585	95.85%
Caco-2	+	0.5429	54.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5488	54.88%
OATP2B1 inhibitior	-	0.6960	69.60%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6819	68.19%
P-glycoprotein inhibitior	-	0.5844	58.44%
P-glycoprotein substrate	-	0.8055	80.55%
CYP3A4 substrate	+	0.5540	55.40%
CYP2C9 substrate	-	0.6228	62.28%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	+	0.8476	84.76%
CYP2C9 inhibition	-	0.6977	69.77%
CYP2C19 inhibition	+	0.6688	66.88%
CYP2D6 inhibition	-	0.6627	66.27%
CYP1A2 inhibition	+	0.8221	82.21%
CYP2C8 inhibition	+	0.4499	44.99%
CYP inhibitory promiscuity	+	0.7001	70.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5731	57.31%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.8948	89.48%
Skin irritation	-	0.7491	74.91%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5175	51.75%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7877	78.77%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7002	70.02%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	+	0.8998	89.98%
Androgen receptor binding	+	0.6311	63.11%
Thyroid receptor binding	+	0.7357	73.57%
Glucocorticoid receptor binding	+	0.9055	90.55%
Aromatase binding	+	0.7041	70.41%
PPAR gamma	+	0.7897	78.97%
Honey bee toxicity	-	0.8470	84.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9771	97.71%

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	98.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.50%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.41%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.52%	80.78%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.57%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.62%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.08%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.90%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.74%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.96%	93.65%
CHEMBL3194	P02766	Transthyretin	82.02%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.68%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.07%	99.23%

Plants that contains it

• Cratoxylum sumatranum

Cross-Links

• PubChem: 102042409
• LOTUS: LTS0232137
• wikiData: Q105373460