(E)-1-(3-Methoxy-4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-4-hepten-3-one

Details

• Internal ID: 384094db-26f7-4442-a064-00879a739938
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-7-(3,4-dihydroxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one
• SMILES (Canonical): COC1=C(C=CC(=C1)CCC(=O)C=CCCC2=CC(=C(C=C2)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CCC(=O)/C=C/CCC2=CC(=C(C=C2)O)O)O
• InChI: InChI=1S/C20H22O5/c1-25-20-13-15(8-11-18(20)23)6-9-16(21)5-3-2-4-14-7-10-17(22)19(24)12-14/h3,5,7-8,10-13,22-24H,2,4,6,9H2,1H3/b5-3+
• InChI Key: KBHVJOKVQQUHTM-HWKANZROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.7394	73.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9082	90.82%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9271	92.71%
P-glycoprotein inhibitior	-	0.5319	53.19%
P-glycoprotein substrate	-	0.8668	86.68%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.7979	79.79%
CYP3A4 inhibition	-	0.6662	66.62%
CYP2C9 inhibition	+	0.5653	56.53%
CYP2C19 inhibition	+	0.7566	75.66%
CYP2D6 inhibition	-	0.8390	83.90%
CYP1A2 inhibition	+	0.9005	90.05%
CYP2C8 inhibition	+	0.8768	87.68%
CYP inhibitory promiscuity	-	0.5118	51.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7797	77.97%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.5376	53.76%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3828	38.28%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.7810	78.10%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7470	74.70%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	+	0.8893	88.93%
Androgen receptor binding	+	0.6715	67.15%
Thyroid receptor binding	+	0.7422	74.22%
Glucocorticoid receptor binding	+	0.8690	86.90%
Aromatase binding	+	0.7204	72.04%
PPAR gamma	+	0.7869	78.69%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9725	97.25%

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	97.60%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.22%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.48%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.48%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.21%	98.75%
CHEMBL4208	P20618	Proteasome component C5	86.36%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	85.36%	90.20%
CHEMBL3194	P02766	Transthyretin	84.12%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.59%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.74%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.10%	96.95%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 15118819
• NPASS: NPC77484
• LOTUS: LTS0130084
• wikiData: Q105138233