1,7-Bis(4-hydroxyphenyl)hept-5-en-3-one

Details

• Internal ID: 3bd6f614-7b6a-47c7-a42e-7bc937a14608
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1,7-bis(4-hydroxyphenyl)hept-5-en-3-one
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)CC=CCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)CC=CCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C19H20O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-2,5-6,8-9,11-14,21-22H,3-4,7,10H2
• InChI Key: ZKPVOVWRYJTYRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.6828	68.28%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7590	75.90%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.8554	85.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7440	74.40%
P-glycoprotein inhibitior	-	0.8087	80.87%
P-glycoprotein substrate	-	0.8538	85.38%
CYP3A4 substrate	-	0.6145	61.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7031	70.31%
CYP3A4 inhibition	+	0.6559	65.59%
CYP2C9 inhibition	+	0.5374	53.74%
CYP2C19 inhibition	+	0.7699	76.99%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	+	0.6480	64.80%
CYP2C8 inhibition	+	0.5701	57.01%
CYP inhibitory promiscuity	+	0.6586	65.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7480	74.80%
Carcinogenicity (trinary)	Non-required	0.5558	55.58%
Eye corrosion	-	0.9640	96.40%
Eye irritation	+	0.8194	81.94%
Skin irritation	-	0.7124	71.24%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4595	45.95%
Micronuclear	-	0.7782	77.82%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5561	55.61%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.6111	61.11%
Estrogen receptor binding	+	0.9250	92.50%
Androgen receptor binding	+	0.6728	67.28%
Thyroid receptor binding	+	0.5202	52.02%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	+	0.8644	86.44%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.8478	84.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9664	96.64%

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	93.93%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.68%	85.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.77%	94.62%
CHEMBL2535	P11166	Glucose transporter	81.16%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.06%	95.56%

Plants that contains it

• Alnus firma

Cross-Links

• PubChem: 162869316
• LOTUS: LTS0032880
• wikiData: Q105378643