1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-7-(3-hydroxy-3-methylbutyl)-2-methoxyxanthen-9-one

Details

• Internal ID: b6bda8fa-315a-4eb8-9d13-58b60e4b9d3e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-3,6,8-trihydroxy-7-(3-hydroxy-3-methylbutyl)-2-methoxyxanthen-9-one
• InChI: InChI=1S/C29H36O7/c1-16(2)8-7-9-17(3)10-11-19-24-22(15-21(31)28(19)35-6)36-23-14-20(30)18(12-13-29(4,5)34)26(32)25(23)27(24)33/h8,10,14-15,30-32,34H,7,9,11-13H2,1-6H3/b17-10+
• InChI Key: RJQKCIQZFYHTRJ-LICLKQGHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆O₇
• Molecular Weight: 496.60 g/mol
• Exact Mass: 496.24610348 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.7163	71.63%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6468	64.68%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8314	83.14%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	+	0.7311	73.11%
P-glycoprotein substrate	-	0.6355	63.55%
CYP3A4 substrate	+	0.6280	62.80%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.6448	64.48%
CYP2C9 inhibition	-	0.5816	58.16%
CYP2C19 inhibition	+	0.5806	58.06%
CYP2D6 inhibition	-	0.7770	77.70%
CYP1A2 inhibition	+	0.7306	73.06%
CYP2C8 inhibition	+	0.6077	60.77%
CYP inhibitory promiscuity	-	0.6751	67.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7428	74.28%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8360	83.60%
Skin irritation	-	0.7135	71.35%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8423	84.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8325	83.25%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9277	92.77%
Acute Oral Toxicity (c)	III	0.3692	36.92%
Estrogen receptor binding	+	0.8922	89.22%
Androgen receptor binding	+	0.6907	69.07%
Thyroid receptor binding	+	0.6696	66.96%
Glucocorticoid receptor binding	+	0.8749	87.49%
Aromatase binding	+	0.8009	80.09%
PPAR gamma	+	0.7753	77.53%
Honey bee toxicity	-	0.6836	68.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.77%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.28%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.16%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.45%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.76%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.96%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.66%	96.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.13%	92.68%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.18%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.95%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%

Plants that contains it

• Garcinia fusca

Cross-Links

• PubChem: 11827150
• LOTUS: LTS0096269
• wikiData: Q105237701