Castillene E

Details

• Internal ID: c56ea5f9-353c-4f95-9d49-1ed0bd032feb
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 2-hydroxy-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylpropan-1-one
• SMILES (Canonical): C1=CC=C(C=C1)CC(C(=O)C2=C(C3=C(C=C2)OC=C3)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC(C(=O)C2=C(C3=C(C=C2)OC=C3)O)O
• InChI: InChI=1S/C17H14O4/c18-14(10-11-4-2-1-3-5-11)17(20)13-6-7-15-12(16(13)19)8-9-21-15/h1-9,14,18-19H,10H2
• InChI Key: VRFVOPNFIDHBED-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 126585-64-6
• DTXSID40925602
• CHEBI:187469
• 2-hydroxy-1-(4-hydroxy-1-benzofuran-5-yl)-3-phenylpropan-1-one
• LMPK12120570
• 2-hydroxy-1-(4-hydroxy-1-benzouran-5-yl)-3-phenylpropan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6901	69.01%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.8625	86.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5221	52.21%
P-glycoprotein inhibitior	-	0.8934	89.34%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.5709	57.09%
CYP2C9 substrate	+	0.5753	57.53%
CYP2D6 substrate	-	0.8033	80.33%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.5367	53.67%
CYP2C19 inhibition	-	0.5907	59.07%
CYP2D6 inhibition	-	0.8580	85.80%
CYP1A2 inhibition	+	0.7744	77.44%
CYP2C8 inhibition	-	0.5808	58.08%
CYP inhibitory promiscuity	+	0.5675	56.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4190	41.90%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.4785	47.85%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6410	64.10%
Micronuclear	+	0.8377	83.77%
Hepatotoxicity	+	0.5285	52.85%
skin sensitisation	-	0.6319	63.19%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9263	92.63%
Acute Oral Toxicity (c)	III	0.4423	44.23%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.8315	83.15%
Thyroid receptor binding	-	0.5560	55.60%
Glucocorticoid receptor binding	+	0.7461	74.61%
Aromatase binding	+	0.8542	85.42%
PPAR gamma	+	0.8609	86.09%
Honey bee toxicity	-	0.8949	89.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8887	88.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.00%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.05%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.32%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.54%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.12%	94.45%

Plants that contains it

• Lonchocarpus castilloi

Cross-Links

• PubChem: 180425
• LOTUS: LTS0159331
• wikiData: Q82899976