1,3,6,7-Tetrahydroxy-2-(3-hydroxy-3-methylbutyl)-8-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: a9ff2c9b-2c92-4d4b-bb88-0d6acfdadd42
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,6,7-tetrahydroxy-2-(3-hydroxy-3-methylbutyl)-8-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C23H26O7/c1-11(2)5-6-13-18-16(10-15(25)20(13)26)30-17-9-14(24)12(7-8-23(3,4)29)21(27)19(17)22(18)28/h5,9-10,24-27,29H,6-8H2,1-4H3
• InChI Key: WQZVUXSZXOOQQD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.16785316 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9600	96.00%
Caco-2	-	0.5525	55.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5814	58.14%
OATP2B1 inhibitior	+	0.5805	58.05%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6666	66.66%
P-glycoprotein inhibitior	-	0.5931	59.31%
P-glycoprotein substrate	-	0.6812	68.12%
CYP3A4 substrate	+	0.5275	52.75%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.6960	69.60%
CYP2C9 inhibition	-	0.6107	61.07%
CYP2C19 inhibition	-	0.5077	50.77%
CYP2D6 inhibition	-	0.7530	75.30%
CYP1A2 inhibition	+	0.5783	57.83%
CYP2C8 inhibition	-	0.5844	58.44%
CYP inhibitory promiscuity	-	0.6656	66.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.6874	68.74%
Skin irritation	-	0.6814	68.14%
Skin corrosion	-	0.9011	90.11%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4159	41.59%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.7405	74.05%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8483	84.83%
Acute Oral Toxicity (c)	III	0.5283	52.83%
Estrogen receptor binding	+	0.9098	90.98%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	+	0.8189	81.89%
Aromatase binding	+	0.7831	78.31%
PPAR gamma	+	0.9029	90.29%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9804	98.04%

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	99.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.68%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.60%	89.34%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.28%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.03%	96.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.28%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.34%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.57%	96.90%
CHEMBL3194	P02766	Transthyretin	80.11%	90.71%

Plants that contains it

• Garcinia xipshuanbannaensis

Cross-Links

• PubChem: 25058864
• LOTUS: LTS0036049
• wikiData: Q105311111