4-(3,7-Dimethylocta-2,6-dienyl)-1,3,6-trihydroxy-5-methylxanthen-9-one

Details

• Internal ID: 96d46416-60e9-40b9-94ed-b1d42a508aa1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 4-(3,7-dimethylocta-2,6-dienyl)-1,3,6-trihydroxy-5-methylxanthen-9-one
• InChI: InChI=1S/C24H26O5/c1-13(2)6-5-7-14(3)8-9-16-19(26)12-20(27)21-22(28)17-10-11-18(25)15(4)23(17)29-24(16)21/h6,8,10-12,25-27H,5,7,9H2,1-4H3
• InChI Key: FINGCSLVHSYQQW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₅
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 5
• 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	+	0.9843	98.43%
Caco-2	-	0.6538	65.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7195	71.95%
OATP2B1 inhibitior	+	0.5772	57.72%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9120	91.20%
P-glycoprotein inhibitior	+	0.6443	64.43%
P-glycoprotein substrate	-	0.7100	71.00%
CYP3A4 substrate	+	0.5568	55.68%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.6350	63.50%
CYP2C9 inhibition	+	0.5619	56.19%
CYP2C19 inhibition	+	0.6457	64.57%
CYP2D6 inhibition	-	0.7189	71.89%
CYP1A2 inhibition	+	0.9086	90.86%
CYP2C8 inhibition	-	0.6052	60.52%
CYP inhibitory promiscuity	+	0.7204	72.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7756	77.56%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7471	74.71%
Skin irritation	-	0.7444	74.44%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7747	77.47%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7077	70.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7666	76.66%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	+	0.9237	92.37%
Androgen receptor binding	+	0.7757	77.57%
Thyroid receptor binding	+	0.6658	66.58%
Glucocorticoid receptor binding	+	0.8939	89.39%
Aromatase binding	+	0.7831	78.31%
PPAR gamma	+	0.8813	88.13%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	99.10%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.55%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.08%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.34%	92.08%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.99%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.23%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.64%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.59%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.06%	86.33%

Plants that contains it

• Montrouziera sphaeroidea

Cross-Links

• PubChem: 162933813
• LOTUS: LTS0200432
• wikiData: Q104995789