2,5,8-Trihydroxy-1-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 97c1491c-e39c-4e9e-865d-0c720af665e2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 2,5,8-trihydroxy-1-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C18H16O5/c1-9(2)3-4-10-11(19)7-8-14-15(10)17(22)16-12(20)5-6-13(21)18(16)23-14/h3,5-8,19-21H,4H2,1-2H3
• InChI Key: ACRSCWSDSPDOCV-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.5252	52.52%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7095	70.95%
OATP2B1 inhibitior	-	0.5540	55.40%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6982	69.82%
P-glycoprotein inhibitior	-	0.6807	68.07%
P-glycoprotein substrate	-	0.9130	91.30%
CYP3A4 substrate	-	0.5744	57.44%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	+	0.9386	93.86%
CYP2C19 inhibition	+	0.8982	89.82%
CYP2D6 inhibition	-	0.5218	52.18%
CYP1A2 inhibition	+	0.8919	89.19%
CYP2C8 inhibition	-	0.8552	85.52%
CYP inhibitory promiscuity	+	0.8702	87.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7105	71.05%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.5765	57.65%
Skin irritation	-	0.6788	67.88%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	+	0.7336	73.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6908	69.08%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6267	62.67%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	III	0.6575	65.75%
Estrogen receptor binding	+	0.8327	83.27%
Androgen receptor binding	+	0.7264	72.64%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.9109	91.09%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.9482	94.82%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.90%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.82%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.82%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.69%	91.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.02%	91.49%
CHEMBL4040	P28482	MAP kinase ERK2	83.05%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.75%	86.33%

Plants that contains it

• Hypericum ellipticum

Cross-Links

• PubChem: 53231634
• LOTUS: LTS0061022
• wikiData: Q104909258