5-Hydroxy-1,7-diphenylhept-1-en-3-one

Details

• Internal ID: 572b973f-e6c3-4ac3-b320-9671c0e72cb6
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 5-hydroxy-1,7-diphenylhept-1-en-3-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC(CC(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC(CC(=O)C=CC2=CC=CC=C2)O
• InChI: InChI=1S/C19H20O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-11,13,19,21H,12,14-15H2
• InChI Key: OUAINJWTDRNZIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7213	72.13%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.5672	56.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5620	56.20%
P-glycoprotein inhibitior	-	0.8467	84.67%
P-glycoprotein substrate	-	0.7587	75.87%
CYP3A4 substrate	-	0.6046	60.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7736	77.36%
CYP3A4 inhibition	-	0.8408	84.08%
CYP2C9 inhibition	-	0.8350	83.50%
CYP2C19 inhibition	-	0.5994	59.94%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	+	0.7312	73.12%
CYP2C8 inhibition	-	0.7758	77.58%
CYP inhibitory promiscuity	-	0.6130	61.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6739	67.39%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9411	94.11%
Eye irritation	+	0.5756	57.56%
Skin irritation	+	0.5679	56.79%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8415	84.15%
Micronuclear	-	0.8715	87.15%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.5337	53.37%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8093	80.93%
Acute Oral Toxicity (c)	III	0.5793	57.93%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7846	78.46%
Thyroid receptor binding	-	0.6950	69.50%
Glucocorticoid receptor binding	-	0.7222	72.22%
Aromatase binding	+	0.7325	73.25%
PPAR gamma	+	0.5510	55.10%
Honey bee toxicity	-	0.8359	83.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8884	88.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.76%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	90.30%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.53%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.74%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.02%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.75%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.00%	94.73%

Plants that contains it

• Alnus firma

Cross-Links

• PubChem: 72751360
• LOTUS: LTS0273215
• wikiData: Q105199975