Bractelactone

Details

• Internal ID: e487c23b-aebd-4cea-8f5c-3236cf2129b1
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: (3Z)-3-benzylidene-6,7-dihydroxy-4-methoxy-5-(3-phenylpropanoyl)-1-benzofuran-2-one
• InChI: InChI=1S/C25H20O6/c1-30-23-19-17(14-16-10-6-3-7-11-16)25(29)31-24(19)22(28)21(27)20(23)18(26)13-12-15-8-4-2-5-9-15/h2-11,14,27-28H,12-13H2,1H3/b17-14-
• InChI Key: GATVTABCUKCXHD-VKAVYKQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₀O₆
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.38
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9282	92.82%
Caco-2	-	0.6994	69.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8070	80.70%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.7679	76.79%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8002	80.02%
P-glycoprotein inhibitior	+	0.6938	69.38%
P-glycoprotein substrate	-	0.7772	77.72%
CYP3A4 substrate	+	0.5352	53.52%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.7561	75.61%
CYP2C9 inhibition	+	0.7137	71.37%
CYP2C19 inhibition	+	0.6452	64.52%
CYP2D6 inhibition	-	0.8332	83.32%
CYP1A2 inhibition	+	0.7172	71.72%
CYP2C8 inhibition	+	0.7891	78.91%
CYP inhibitory promiscuity	+	0.6172	61.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4762	47.62%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7494	74.94%
Skin irritation	-	0.7717	77.17%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7686	76.86%
Micronuclear	+	0.6318	63.18%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9253	92.53%
Acute Oral Toxicity (c)	I	0.3489	34.89%
Estrogen receptor binding	+	0.8118	81.18%
Androgen receptor binding	+	0.6372	63.72%
Thyroid receptor binding	-	0.6414	64.14%
Glucocorticoid receptor binding	+	0.7205	72.05%
Aromatase binding	-	0.6423	64.23%
PPAR gamma	+	0.5953	59.53%
Honey bee toxicity	-	0.8766	87.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	98.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.92%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.26%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.20%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.40%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.86%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.21%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.45%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11486856
• LOTUS: LTS0150398
• wikiData: Q105005643