1,3,5,8-Tetrahydroxy-4-(2-methylbut-3-en-2-yl)xanthen-9-one

Details

• Internal ID: dc21e430-11bc-4de6-a7d0-6eef99423ed2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,5,8-tetrahydroxy-4-(2-methylbut-3-en-2-yl)xanthen-9-one
• InChI: InChI=1S/C18H16O6/c1-4-18(2,3)14-11(22)7-10(21)13-15(23)12-8(19)5-6-9(20)16(12)24-17(13)14/h4-7,19-22H,1H2,2-3H3
• InChI Key: DUWAPFJOOSCTIW-UHFFFAOYSA-N
• Popularity: 3 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): 107.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	+	0.5234	52.34%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6164	61.64%
OATP2B1 inhibitior	-	0.5520	55.20%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7581	75.81%
P-glycoprotein inhibitior	-	0.7602	76.02%
P-glycoprotein substrate	-	0.9020	90.20%
CYP3A4 substrate	-	0.5291	52.91%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	+	0.8062	80.62%
CYP2C9 inhibition	+	0.6195	61.95%
CYP2C19 inhibition	+	0.5474	54.74%
CYP2D6 inhibition	-	0.7606	76.06%
CYP1A2 inhibition	+	0.8307	83.07%
CYP2C8 inhibition	-	0.7313	73.13%
CYP inhibitory promiscuity	+	0.6822	68.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6546	65.46%
Eye corrosion	-	0.9851	98.51%
Eye irritation	+	0.8587	85.87%
Skin irritation	-	0.6475	64.75%
Skin corrosion	-	0.8096	80.96%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5708	57.08%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6083	60.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5294	52.94%
Acute Oral Toxicity (c)	III	0.7069	70.69%
Estrogen receptor binding	+	0.8898	88.98%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.9108	91.08%
Aromatase binding	+	0.7737	77.37%
PPAR gamma	+	0.8296	82.96%
Honey bee toxicity	-	0.9187	91.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9855	98.55%

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	96.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.30%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.11%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.35%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.15%	89.34%
CHEMBL3194	P02766	Transthyretin	85.67%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.42%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.48%	93.65%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.82%	80.78%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.86%	100.00%

Plants that contains it

• Garcinia cantleyana

Cross-Links

• PubChem: 24179444
• LOTUS: LTS0087839
• wikiData: Q104989505