(2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one

Details

• Internal ID: 88e6877f-6ef4-499b-bf94-3db9582dfd86
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one
• SMILES (Canonical): C1=CC(=CC=C1C=CC=CC=CC(=O)C2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C=C/C=C/C(=O)C2=CC=C(C=C2)O)O
• InChI: InChI=1S/C19H16O3/c20-17-11-7-15(8-12-17)5-3-1-2-4-6-19(22)16-9-13-18(21)14-10-16/h1-14,20-21H/b2-1+,5-3+,6-4+
• InChI Key: WRCGSWXFJPRBPO-CRQXNEITSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₃
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEBI:65503
• (2E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-2,4,6-trien-1-one
• CHEMBL463329
• 1,7-Bis(4-hydroxyphenyl)-2,4,6-heptatriene-1-one
• Q27133943

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.5377	53.77%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	-	0.2145	21.45%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6000	60.00%
P-glycoprotein inhibitior	-	0.8821	88.21%
P-glycoprotein substrate	-	0.9565	95.65%
CYP3A4 substrate	-	0.6306	63.06%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.5842	58.42%
CYP2C9 inhibition	-	0.5567	55.67%
CYP2C19 inhibition	+	0.6890	68.90%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	+	0.6525	65.25%
CYP2C8 inhibition	+	0.6781	67.81%
CYP inhibitory promiscuity	+	0.6293	62.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5927	59.27%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9554	95.54%
Eye irritation	+	0.9849	98.49%
Skin irritation	+	0.6473	64.73%
Skin corrosion	-	0.9839	98.39%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6343	63.43%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6103	61.03%
skin sensitisation	+	0.8647	86.47%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5765	57.65%
Acute Oral Toxicity (c)	IV	0.5155	51.55%
Estrogen receptor binding	+	0.9464	94.64%
Androgen receptor binding	+	0.8860	88.60%
Thyroid receptor binding	+	0.6315	63.15%
Glucocorticoid receptor binding	+	0.8080	80.80%
Aromatase binding	+	0.9009	90.09%
PPAR gamma	+	0.8303	83.03%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	97.87%	92.51%
CHEMBL3194	P02766	Transthyretin	92.16%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.89%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	84.87%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.51%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.42%	85.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.70%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.90%	91.71%
CHEMBL4208	P20618	Proteasome component C5	80.10%	90.00%

Plants that contains it

• Etlingera elatior

Cross-Links

• PubChem: 11277770
• NPASS: NPC116842
• LOTUS: LTS0117533
• wikiData: Q27133943