(E)-6-hydroxy-1,7-diphenylhept-4-en-3-one

Details

• Internal ID: 1e2ca70e-47b4-4873-bc5e-501279c73705
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-6-hydroxy-1,7-diphenylhept-4-en-3-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC(=O)C=CC(CC2=CC=CC=C2)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC(=O)/C=C/C(CC2=CC=CC=C2)O
• InChI: InChI=1S/C19H20O2/c20-18(12-11-16-7-3-1-4-8-16)13-14-19(21)15-17-9-5-2-6-10-17/h1-10,13-14,19,21H,11-12,15H2/b14-13+
• InChI Key: TYZZLIGGENRWEF-BUHFOSPRSA-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: 3.40
• Atomic LogP (AlogP): 3.35
• 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	+	0.9966	99.66%
Caco-2	+	0.7065	70.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.5657	56.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6621	66.21%
P-glycoprotein inhibitior	-	0.8330	83.30%
P-glycoprotein substrate	-	0.9033	90.33%
CYP3A4 substrate	-	0.6353	63.53%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.8603	86.03%
CYP2C19 inhibition	-	0.5426	54.26%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	+	0.7894	78.94%
CYP2C8 inhibition	-	0.7318	73.18%
CYP inhibitory promiscuity	-	0.5647	56.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6339	63.39%
Carcinogenicity (trinary)	Non-required	0.6839	68.39%
Eye corrosion	-	0.9531	95.31%
Eye irritation	+	0.7032	70.32%
Skin irritation	+	0.6414	64.14%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3744	37.44%
Micronuclear	-	0.8915	89.15%
Hepatotoxicity	-	0.5284	52.84%
skin sensitisation	+	0.8036	80.36%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6909	69.09%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	+	0.7098	70.98%
Androgen receptor binding	-	0.6617	66.17%
Thyroid receptor binding	-	0.6794	67.94%
Glucocorticoid receptor binding	-	0.6687	66.87%
Aromatase binding	+	0.7224	72.24%
PPAR gamma	+	0.5705	57.05%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7461	74.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.89%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.28%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	86.71%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.33%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.62%	93.81%
CHEMBL1255126	O15151	Protein Mdm4	81.68%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 24755150
• NPASS: NPC289201
• ChEMBL: CHEMBL240908