(1E,6E)-1,7-diphenylhepta-1,6-diene-3,5-dione

Details

• Internal ID: 60da1872-4bdd-434f-9cc0-b9cf84b85ead
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (1E,6E)-1,7-diphenylhepta-1,6-diene-3,5-dione
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)CC(=O)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C19H16O2/c20-18(13-11-16-7-3-1-4-8-16)15-19(21)14-12-17-9-5-2-6-10-17/h1-14H,15H2/b13-11+,14-12+
• InChI Key: UXLWOYFDJVFCBR-PHEQNACWSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₂
• Molecular Weight: 276.30 g/mol
• Exact Mass: 276.115029749 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• CHEMBL102914
• Bis(3-phenylacryloyl)methane
• (1E,6E)-1,7-diphenylhepta-1,6-diene-3,5-dione
• BDBM50059983
• BDBM50067031
• NSC-687838
• 5-Hydroxy-1,7-diphenyl-hepta-1,4,6-trien-3-one
• (1E,6E)-1,7-Diphenyl-hepta-1,6-diene-3,5-dione
• BRD-K91720725-001-01-0
• 1,6-Heptadiene-3,5-dione, 1,7-diphenyl-, (1E,6E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7550	75.50%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5283	52.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9616	96.16%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6314	63.14%
P-glycoprotein inhibitior	-	0.9297	92.97%
P-glycoprotein substrate	-	0.9811	98.11%
CYP3A4 substrate	-	0.8070	80.70%
CYP2C9 substrate	-	0.6065	60.65%
CYP2D6 substrate	-	0.7859	78.59%
CYP3A4 inhibition	-	0.7412	74.12%
CYP2C9 inhibition	+	0.5623	56.23%
CYP2C19 inhibition	+	0.8386	83.86%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	+	0.7780	77.80%
CYP2C8 inhibition	-	0.7630	76.30%
CYP inhibitory promiscuity	+	0.7710	77.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5313	53.13%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.6843	68.43%
Eye irritation	+	0.8654	86.54%
Skin irritation	+	0.6191	61.91%
Skin corrosion	-	0.7760	77.60%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6660	66.60%
Micronuclear	-	0.7615	76.15%
Hepatotoxicity	-	0.6573	65.73%
skin sensitisation	+	0.7876	78.76%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6040	60.40%
Acute Oral Toxicity (c)	III	0.6029	60.29%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	-	0.5248	52.48%
Thyroid receptor binding	-	0.7187	71.87%
Glucocorticoid receptor binding	-	0.7151	71.51%
Aromatase binding	+	0.8417	84.17%
PPAR gamma	+	0.5572	55.72%
Honey bee toxicity	-	0.9774	97.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9196	91.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.71%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.62%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL5028	O14672	ADAM10	81.26%	97.50%
CHEMBL2581	P07339	Cathepsin D	81.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.14%	96.09%

Plants that contains it

• Aconitum variegatum
• Hemionitis pteridioides
• Kaempferia parviflora
• Ostrya carpinifolia
• Stephania dielsiana
• Vangueria agrestis

Cross-Links

• PubChem: 5469422
• NPASS: NPC179726
• LOTUS: LTS0041258
• wikiData: Q105280888