(1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

Details

• Internal ID: b3a762f4-9b8b-40e4-b38a-1886e5f9e885
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• InChI: InChI=1S/C19H16O5/c20-15-6-1-13(2-7-15)3-8-16(21)12-17(22)9-4-14-5-10-18(23)19(24)11-14/h1-11,20,23-24H,12H2/b8-3+,9-4+
• InChI Key: YZCBFQDXCIWDOS-BQYBEJQRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₅
• Molecular Weight: 324.30 g/mol
• Exact Mass: 324.09977361 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CHEMBL1083516
• 1-(3,4-Dihydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• (1E,6E)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• SCHEMBL3671196
• CHEBI:176654
• BDBM50492023

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9594	95.94%
Caco-2	-	0.8110	81.10%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7781	77.81%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.9557	95.57%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4857	48.57%
P-glycoprotein inhibitior	-	0.8581	85.81%
P-glycoprotein substrate	-	0.9543	95.43%
CYP3A4 substrate	-	0.6696	66.96%
CYP2C9 substrate	+	0.5841	58.41%
CYP2D6 substrate	-	0.7984	79.84%
CYP3A4 inhibition	-	0.5645	56.45%
CYP2C9 inhibition	+	0.5314	53.14%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.7957	79.57%
CYP1A2 inhibition	+	0.7563	75.63%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6762	67.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7897	78.97%
Carcinogenicity (trinary)	Non-required	0.5798	57.98%
Eye corrosion	-	0.9822	98.22%
Eye irritation	+	0.6379	63.79%
Skin irritation	-	0.5631	56.31%
Skin corrosion	-	0.8634	86.34%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5714	57.14%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.7446	74.46%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6487	64.87%
Acute Oral Toxicity (c)	III	0.7569	75.69%
Estrogen receptor binding	+	0.8871	88.71%
Androgen receptor binding	+	0.8150	81.50%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.7883	78.83%
PPAR gamma	+	0.8682	86.82%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.62%	91.49%
CHEMBL3194	P02766	Transthyretin	90.31%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.49%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.11%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.84%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.54%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.54%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.40%	98.75%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 25055438
• NPASS: NPC51698
• ChEMBL: CHEMBL1083516