(E,5S)-5-hydroxy-1,7-diphenylhept-6-en-3-one

Details

• Internal ID: 4cf53828-4a29-4ccc-ba83-df8edbc55552
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E,5S)-5-hydroxy-1,7-diphenylhept-6-en-3-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC(=O)CC(C=CC2=CC=CC=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC(=O)C[C@@H](/C=C/C2=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/h1-11,13,18,20H,12,14-15H2/b13-11+/t18-/m1/s1
• InChI Key: NEQGOKAKPXXESR-IYPOZPNPSA-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: 3.30
• 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	+	0.9921	99.21%
Caco-2	+	0.7844	78.44%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.5512	55.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5333	53.33%
P-glycoprotein inhibitior	-	0.8266	82.66%
P-glycoprotein substrate	-	0.9207	92.07%
CYP3A4 substrate	-	0.6104	61.04%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.7177	71.77%
CYP3A4 inhibition	-	0.8226	82.26%
CYP2C9 inhibition	-	0.8145	81.45%
CYP2C19 inhibition	-	0.5384	53.84%
CYP2D6 inhibition	-	0.8904	89.04%
CYP1A2 inhibition	+	0.6395	63.95%
CYP2C8 inhibition	+	0.4734	47.34%
CYP inhibitory promiscuity	+	0.5169	51.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6739	67.39%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9462	94.62%
Eye irritation	+	0.6762	67.62%
Skin irritation	+	0.5641	56.41%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8084	80.84%
Micronuclear	-	0.8815	88.15%
Hepatotoxicity	+	0.5431	54.31%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	III	0.6389	63.89%
Estrogen receptor binding	+	0.7305	73.05%
Androgen receptor binding	-	0.5073	50.73%
Thyroid receptor binding	-	0.7015	70.15%
Glucocorticoid receptor binding	-	0.7279	72.79%
Aromatase binding	+	0.7309	73.09%
PPAR gamma	+	0.5418	54.18%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7651	76.51%
Fish aquatic toxicity	+	0.8815	88.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.02%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.22%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.20%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	86.05%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.17%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.71%	100.00%

Plants that contains it

• Alpinia mutica
• Alpinia officinarum

Cross-Links

• PubChem: 57520989
• LOTUS: LTS0220784
• wikiData: Q105178110