(4,8-Di(3,3-dimethylallyl)-2-(1,1-dimethylallyl)-1,3,5,6-tetrahydroxyxanthone)

Details

• Internal ID: 2becebc2-831f-401d-98a5-c2488c2a50a8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,5,6-tetrahydroxy-2-(2-methylbut-3-en-2-yl)-4,8-bis(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=CC(=C(C2=C1C(=O)C3=C(O2)C(=C(C(=C3O)C(C)(C)C=C)O)CC=C(C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C2=C1C(=O)C3=C(O2)C(=C(C(=C3O)C(C)(C)C=C)O)CC=C(C)C)O)O)C
• InChI: InChI=1S/C28H32O6/c1-8-28(6,7)21-22(30)17(12-10-15(4)5)26-20(25(21)33)24(32)19-16(11-9-14(2)3)13-18(29)23(31)27(19)34-26/h8-10,13,29-31,33H,1,11-12H2,2-7H3
• InChI Key: LQROIUJPZSXGEV-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: 7.90
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9508	95.08%
Caco-2	-	0.7417	74.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5546	55.46%
OATP2B1 inhibitior	+	0.5799	57.99%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6464	64.64%
P-glycoprotein inhibitior	+	0.6221	62.21%
P-glycoprotein substrate	-	0.7067	70.67%
CYP3A4 substrate	+	0.5814	58.14%
CYP2C9 substrate	-	0.6013	60.13%
CYP2D6 substrate	-	0.8438	84.38%
CYP3A4 inhibition	-	0.7928	79.28%
CYP2C9 inhibition	+	0.7149	71.49%
CYP2C19 inhibition	+	0.7505	75.05%
CYP2D6 inhibition	-	0.7212	72.12%
CYP1A2 inhibition	+	0.6926	69.26%
CYP2C8 inhibition	-	0.5616	56.16%
CYP inhibitory promiscuity	+	0.6888	68.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5839	58.39%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.8660	86.60%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6770	67.70%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6845	68.45%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.6083	60.83%
Estrogen receptor binding	+	0.7922	79.22%
Androgen receptor binding	+	0.6225	62.25%
Thyroid receptor binding	+	0.5391	53.91%
Glucocorticoid receptor binding	+	0.7179	71.79%
Aromatase binding	+	0.7076	70.76%
PPAR gamma	+	0.8025	80.25%
Honey bee toxicity	-	0.7858	78.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	99.44%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.59%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	96.51%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.31%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.01%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.20%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.91%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.31%	99.17%

Plants that contains it

• Garcinia nervosa

Cross-Links

• PubChem: 129847725
• LOTUS: LTS0152611
• wikiData: Q105155721