Prenylxanthone

Details

• Internal ID: 510638b2-78a0-40c7-93db-fd1c3e3f8827
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C2C(=CC=C1)OC3=CC=CC=C3C2=O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=CC=C1)OC3=CC=CC=C3C2=O)C
• InChI: InChI=1S/C18H16O2/c1-12(2)10-11-13-6-5-9-16-17(13)18(19)14-7-3-4-8-15(14)20-16/h3-10H,11H2,1-2H3
• InChI Key: SIUYZNFOPAUZIZ-UHFFFAOYSA-N
• Popularity: 31 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.30 g/mol
• Exact Mass: 264.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL2052448

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9405	94.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5906	59.06%
OATP2B1 inhibitior	-	0.7294	72.94%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9778	97.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8554	85.54%
P-glycoprotein inhibitior	+	0.6487	64.87%
P-glycoprotein substrate	-	0.7807	78.07%
CYP3A4 substrate	-	0.5085	50.85%
CYP2C9 substrate	-	0.6241	62.41%
CYP2D6 substrate	-	0.8212	82.12%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.5291	52.91%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.7489	74.89%
CYP1A2 inhibition	+	0.9138	91.38%
CYP2C8 inhibition	-	0.8980	89.80%
CYP inhibitory promiscuity	+	0.8702	87.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9616	96.16%
Eye irritation	-	0.6794	67.94%
Skin irritation	-	0.6205	62.05%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6873	68.73%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	+	0.5826	58.26%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4687	46.87%
Acute Oral Toxicity (c)	III	0.7825	78.25%
Estrogen receptor binding	+	0.9150	91.50%
Androgen receptor binding	+	0.5967	59.67%
Thyroid receptor binding	+	0.6374	63.74%
Glucocorticoid receptor binding	+	0.8116	81.16%
Aromatase binding	+	0.8613	86.13%
PPAR gamma	+	0.8647	86.47%
Honey bee toxicity	-	0.9109	91.09%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9684	96.84%

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	98.09%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.12%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.79%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.34%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.59%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.32%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.08%	92.62%

Plants that contains it

• Maclura pomifera

Cross-Links

• PubChem: 67261294
• LOTUS: LTS0005021
• wikiData: Q104667289