5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-phenylhepta-4,6-dien-3-one

Details

• Internal ID: 8726079d-5af8-4b3a-8ec6-3ee79e461f38
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-7-phenylhepta-4,6-dien-3-one
• InChI: InChI=1S/C20H20O4/c1-24-20-13-16(9-12-19(20)23)8-11-18(22)14-17(21)10-7-15-5-3-2-4-6-15/h2-7,9-10,12-14,21,23H,8,11H2,1H3
• InChI Key: VDJKFYMBUNXNKW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	-	0.5948	59.48%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8748	87.48%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7691	76.91%
P-glycoprotein inhibitior	-	0.6665	66.65%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	+	0.5233	52.33%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.6866	68.66%
CYP2C9 inhibition	+	0.7742	77.42%
CYP2C19 inhibition	+	0.8869	88.69%
CYP2D6 inhibition	-	0.7298	72.98%
CYP1A2 inhibition	+	0.9377	93.77%
CYP2C8 inhibition	+	0.9644	96.44%
CYP inhibitory promiscuity	+	0.8080	80.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7725	77.25%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.6413	64.13%
Skin irritation	-	0.7244	72.44%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	-	0.5382	53.82%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.7902	79.02%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8470	84.70%
Acute Oral Toxicity (c)	III	0.5303	53.03%
Estrogen receptor binding	+	0.8954	89.54%
Androgen receptor binding	+	0.8990	89.90%
Thyroid receptor binding	+	0.5285	52.85%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.7669	76.69%
PPAR gamma	+	0.6442	64.42%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9488	94.88%

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	98.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.51%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.22%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.07%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.84%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.83%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	92.13%	90.20%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL3194	P02766	Transthyretin	81.52%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%

Plants that contains it

• Alpinia officinarum

Cross-Links

• PubChem: 162954397
• LOTUS: LTS0207118
• wikiData: Q105284203