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

Details

• Internal ID: 61407aa4-9b1e-4d0b-9378-1b8cc32967b1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,6,7-trihydroxy-3-(3-methylbut-2-enoxy)-4-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C23H24O6/c1-12(2)5-6-14-19(28-8-7-13(3)4)11-18(26)21-22(27)15-9-16(24)17(25)10-20(15)29-23(14)21/h5,7,9-11,24-26H,6,8H2,1-4H3
• InChI Key: BSTCBFOOKDBOOF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.6551	65.51%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7834	78.34%
P-glycoprotein inhibitior	+	0.6564	65.64%
P-glycoprotein substrate	-	0.7056	70.56%
CYP3A4 substrate	+	0.5489	54.89%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8683	86.83%
CYP2C9 inhibition	+	0.6965	69.65%
CYP2C19 inhibition	+	0.8571	85.71%
CYP2D6 inhibition	-	0.6176	61.76%
CYP1A2 inhibition	+	0.9489	94.89%
CYP2C8 inhibition	-	0.6854	68.54%
CYP inhibitory promiscuity	+	0.7415	74.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7718	77.18%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.5501	55.01%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7336	73.36%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	+	0.9362	93.62%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	+	0.5275	52.75%
Glucocorticoid receptor binding	+	0.9050	90.50%
Aromatase binding	+	0.8115	81.15%
PPAR gamma	+	0.9344	93.44%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	99.15%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.82%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.96%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.75%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.60%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.09%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.93%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.20%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL3194	P02766	Transthyretin	81.79%	90.71%

Plants that contains it

• Maclura tricuspidata

Cross-Links

• PubChem: 10475843
• LOTUS: LTS0005348
• wikiData: Q104945417