2-(3,7-Dimethylocta-2,6-dienyl)-3,4,7,8-tetrahydroxy-1-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 07a701b9-f9b4-4b9b-b0eb-524f9941e3b0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 2-(3,7-dimethylocta-2,6-dienyl)-3,4,7,8-tetrahydroxy-1-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C28H32O6/c1-15(2)7-6-8-17(5)10-12-19-18(11-9-16(3)4)22-26(32)23-21(14-13-20(29)25(23)31)34-28(22)27(33)24(19)30/h7,9-10,13-14,29-31,33H,6,8,11-12H2,1-5H3
• InChI Key: ZOURMQOUCBHGGX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	-	0.7608	76.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	+	0.5795	57.95%
OATP1B1 inhibitior	+	0.8640	86.40%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8976	89.76%
P-glycoprotein inhibitior	+	0.7292	72.92%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	+	0.5263	52.63%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.7276	72.76%
CYP2C9 inhibition	+	0.6016	60.16%
CYP2C19 inhibition	+	0.6930	69.30%
CYP2D6 inhibition	-	0.7263	72.63%
CYP1A2 inhibition	+	0.8776	87.76%
CYP2C8 inhibition	-	0.6475	64.75%
CYP inhibitory promiscuity	-	0.5855	58.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.7993	79.93%
Skin irritation	-	0.7214	72.14%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7692	76.92%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7413	74.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	III	0.5268	52.68%
Estrogen receptor binding	+	0.8630	86.30%
Androgen receptor binding	+	0.7787	77.87%
Thyroid receptor binding	+	0.5658	56.58%
Glucocorticoid receptor binding	+	0.8272	82.72%
Aromatase binding	+	0.6236	62.36%
PPAR gamma	+	0.8552	85.52%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.97%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.75%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	95.24%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.71%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.02%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.78%	85.30%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.77%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.03%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.91%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.29%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.99%	90.71%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 162898931
• LOTUS: LTS0161196
• wikiData: Q105380728