1,3-Bis(4-hydroxyphenyl)-4-penten-1-one

Details

• Internal ID: a9f912f3-cd1b-4775-ab01-62a0e925f647
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 1,3-bis(4-hydroxyphenyl)pent-4-en-1-one
• SMILES (Canonical): C=CC(CC(=O)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• SMILES (Isomeric): C=CC(CC(=O)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C17H16O3/c1-2-12(13-3-7-15(18)8-4-13)11-17(20)14-5-9-16(19)10-6-14/h2-10,12,18-19H,1,11H2
• InChI Key: AVGYGUNTLQSTKJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₃
• Molecular Weight: 268.31 g/mol
• Exact Mass: 268.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL471605
• 1,3-Bis(4-hydroxyphenyl)-4-penten-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7966	79.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.8183	81.83%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6714	67.14%
P-glycoprotein inhibitior	-	0.8977	89.77%
P-glycoprotein substrate	-	0.9056	90.56%
CYP3A4 substrate	-	0.6830	68.30%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.7299	72.99%
CYP3A4 inhibition	+	0.7411	74.11%
CYP2C9 inhibition	-	0.5931	59.31%
CYP2C19 inhibition	+	0.8098	80.98%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	+	0.5432	54.32%
CYP2C8 inhibition	-	0.5843	58.43%
CYP inhibitory promiscuity	+	0.6349	63.49%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6327	63.27%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9532	95.32%
Eye irritation	+	0.9578	95.78%
Skin irritation	-	0.5853	58.53%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	+	0.8448	84.48%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5705	57.05%
Acute Oral Toxicity (c)	III	0.5453	54.53%
Estrogen receptor binding	+	0.6671	66.71%
Androgen receptor binding	+	0.7233	72.33%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	+	0.6975	69.75%
Aromatase binding	+	0.7464	74.64%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9810	98.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	89.70%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.26%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.27%	90.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.59%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.41%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	81.80%	90.20%

Plants that contains it

• Anemarrhena asphodeloides
• Asparagus cochinchinensis

Cross-Links

• PubChem: 44575609
• NPASS: NPC322197
• ChEMBL: CHEMBL471605
• LOTUS: LTS0032337
• wikiData: Q104919492