1,3,5-Trihydroxy-4,8-bis(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: da18910b-4a04-413a-a4e9-08d209fd361b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,5-trihydroxy-4,8-bis(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C23H24O5/c1-12(2)5-7-14-8-10-16(24)23-19(14)21(27)20-18(26)11-17(25)15(22(20)28-23)9-6-13(3)4/h5-6,8,10-11,24-26H,7,9H2,1-4H3
• InChI Key: UKDOKBDBEGCYLQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.5782	57.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5082	50.82%
OATP2B1 inhibitior	+	0.5757	57.57%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6876	68.76%
P-glycoprotein inhibitior	+	0.6073	60.73%
P-glycoprotein substrate	-	0.7812	78.12%
CYP3A4 substrate	-	0.5288	52.88%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.7329	73.29%
CYP2C9 inhibition	+	0.8695	86.95%
CYP2C19 inhibition	+	0.8521	85.21%
CYP2D6 inhibition	-	0.5619	56.19%
CYP1A2 inhibition	+	0.9038	90.38%
CYP2C8 inhibition	-	0.6920	69.20%
CYP inhibitory promiscuity	+	0.8786	87.86%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.6222	62.22%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4473	44.73%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4633	46.33%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.8978	89.78%
Androgen receptor binding	+	0.7866	78.66%
Thyroid receptor binding	-	0.5075	50.75%
Glucocorticoid receptor binding	+	0.8474	84.74%
Aromatase binding	+	0.7395	73.95%
PPAR gamma	+	0.9528	95.28%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	99.42%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.55%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.40%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.41%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.09%	91.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.45%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.33%	99.17%

Plants that contains it

• Garcinia merguensis

Cross-Links

• PubChem: 86037371
• LOTUS: LTS0163724
• wikiData: Q105274468