1,3,5-Trihydroxy-6,7-dimethoxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: aab77833-fe62-4332-a9c2-7621cf412669
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,3,5-trihydroxy-6,7-dimethoxy-2,4-bis(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C25H28O7/c1-12(2)7-9-14-19(26)15(10-8-13(3)4)23-18(20(14)27)21(28)16-11-17(30-5)25(31-6)22(29)24(16)32-23/h7-8,11,26-27,29H,9-10H2,1-6H3
• InChI Key: FETHZVLRSQGKTP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₇
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.18350323 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.5242	52.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5372	53.72%
OATP2B1 inhibitior	-	0.5660	56.60%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9257	92.57%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7800	78.00%
P-glycoprotein inhibitior	+	0.7538	75.38%
P-glycoprotein substrate	-	0.7059	70.59%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.7780	77.80%
CYP2C9 inhibition	+	0.7434	74.34%
CYP2C19 inhibition	+	0.8856	88.56%
CYP2D6 inhibition	+	0.6354	63.54%
CYP1A2 inhibition	+	0.8596	85.96%
CYP2C8 inhibition	+	0.4802	48.02%
CYP inhibitory promiscuity	+	0.8589	85.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7537	75.37%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.5840	58.40%
Skin irritation	-	0.7627	76.27%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	+	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.5470	54.70%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7861	78.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.6373	63.73%
Estrogen receptor binding	+	0.8711	87.11%
Androgen receptor binding	+	0.6045	60.45%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.8201	82.01%
Aromatase binding	+	0.7805	78.05%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.7676	76.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	99.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.64%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.35%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.29%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.02%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.14%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.05%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.87%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.62%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.24%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.92%	92.62%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.34%	98.11%

Plants that contains it

• Symphonia globulifera

Cross-Links

• PubChem: 132989344
• LOTUS: LTS0099939
• wikiData: Q104994184