Xanthoangelol J

Details

• Internal ID: 1da751b8-f85c-4779-8639-afecb435bdf7
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-(3-hydroxy-3,7-dimethyloct-6-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(=CCCC(C)(CCC1=C(C=CC(=C1O)C(=O)C=CC2=CC=C(C=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(CCC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=C(C=C2)O)O)O)C
• InChI: InChI=1S/C25H30O5/c1-17(2)5-4-15-25(3,30)16-14-21-23(28)13-11-20(24(21)29)22(27)12-8-18-6-9-19(26)10-7-18/h5-13,26,28-30H,4,14-16H2,1-3H3/b12-8+
• InChI Key: BQRLJINJRBLFJV-XYOKQWHBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₅
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.20932405 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• CHEMBL491512
• (E)-1-[2,4-dihydroxy-3-(3-hydroxy-3,7-dimethyloct-6-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.6930	69.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8307	83.07%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9921	99.21%
P-glycoprotein inhibitior	+	0.6916	69.16%
P-glycoprotein substrate	-	0.7150	71.50%
CYP3A4 substrate	+	0.5588	55.88%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.5097	50.97%
CYP2C9 inhibition	+	0.5624	56.24%
CYP2C19 inhibition	+	0.6344	63.44%
CYP2D6 inhibition	-	0.8875	88.75%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6841	68.41%
CYP inhibitory promiscuity	-	0.5756	57.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8639	86.39%
Carcinogenicity (trinary)	Non-required	0.6997	69.97%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.7338	73.38%
Skin irritation	-	0.6855	68.55%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7130	71.30%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5644	56.44%
skin sensitisation	-	0.6590	65.90%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6524	65.24%
Acute Oral Toxicity (c)	III	0.4259	42.59%
Estrogen receptor binding	+	0.8992	89.92%
Androgen receptor binding	+	0.8516	85.16%
Thyroid receptor binding	+	0.6674	66.74%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	+	0.7161	71.61%
PPAR gamma	+	0.8276	82.76%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	98.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.97%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.49%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL3194	P02766	Transthyretin	87.85%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.41%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.21%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

• Angelica keiskei

Cross-Links

• PubChem: 11675925
• LOTUS: LTS0003807
• wikiData: Q104944520