1-[(3E)-3,7-dimethyl-2-oxoocta-3,6-dienyl]-3,6,8-trihydroxy-2-methoxyxanthen-9-one

Details

• Internal ID: 13ebf903-f67e-4aea-8ce4-1591ffce5100
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1-[(3E)-3,7-dimethyl-2-oxoocta-3,6-dienyl]-3,6,8-trihydroxy-2-methoxyxanthen-9-one
• InChI: InChI=1S/C24H24O7/c1-12(2)6-5-7-13(3)16(26)10-15-21-20(11-18(28)24(15)30-4)31-19-9-14(25)8-17(27)22(19)23(21)29/h6-9,11,25,27-28H,5,10H2,1-4H3/b13-7+
• InChI Key: FZQZHJBZPIBKGW-NTUHNPAUSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₇
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.49
• 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	+	0.9428	94.28%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5751	57.51%
OATP2B1 inhibitior	-	0.7073	70.73%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8138	81.38%
P-glycoprotein inhibitior	+	0.6549	65.49%
P-glycoprotein substrate	-	0.8037	80.37%
CYP3A4 substrate	+	0.5734	57.34%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.7244	72.44%
CYP2C9 inhibition	+	0.6997	69.97%
CYP2C19 inhibition	+	0.7548	75.48%
CYP2D6 inhibition	+	0.6359	63.59%
CYP1A2 inhibition	+	0.7970	79.70%
CYP2C8 inhibition	+	0.5713	57.13%
CYP inhibitory promiscuity	+	0.7211	72.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7367	73.67%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.6966	69.66%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8005	80.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7420	74.20%
Acute Oral Toxicity (c)	III	0.5216	52.16%
Estrogen receptor binding	+	0.8656	86.56%
Androgen receptor binding	+	0.6164	61.64%
Thyroid receptor binding	+	0.5314	53.14%
Glucocorticoid receptor binding	+	0.8322	83.22%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	+	0.8614	86.14%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	98.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.46%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.26%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.37%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.31%	96.12%
CHEMBL3194	P02766	Transthyretin	84.99%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.09%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.53%	99.23%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 10884382
• LOTUS: LTS0088538
• wikiData: Q105005133