(2R)-1-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-2-hydroxyphenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

Details

• Internal ID: 7011ae3d-4518-4a53-9e29-1609ea40987e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: (2R)-1-[4-[(2E)-3,7-dimethylocta-2,6-dienoxy]-2-hydroxyphenyl]-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one
• InChI: InChI=1S/C25H30O5/c1-17(2)5-4-6-18(3)13-14-30-21-11-12-22(23(27)16-21)25(29)24(28)15-19-7-9-20(26)10-8-19/h5,7-13,16,24,26-28H,4,6,14-15H2,1-3H3/b18-13+/t24-/m1/s1
• InChI Key: VYLOLEWQBDGYSZ-XBEJUPMFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₅
• Molecular Weight: 410.50 g/mol
• Exact Mass: 410.20932405 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.5977	59.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9250	92.50%
OATP2B1 inhibitior	-	0.5775	57.75%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9130	91.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7356	73.56%
BSEP inhibitior	+	0.9711	97.11%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	-	0.7729	77.29%
CYP3A4 substrate	+	0.5733	57.33%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.7883	78.83%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6035	60.35%
CYP2C19 inhibition	+	0.6273	62.73%
CYP2D6 inhibition	-	0.7752	77.52%
CYP1A2 inhibition	+	0.8457	84.57%
CYP2C8 inhibition	+	0.5603	56.03%
CYP inhibitory promiscuity	-	0.6573	65.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.7242	72.42%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.8405	84.05%
Skin irritation	-	0.8098	80.98%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7551	75.51%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6229	62.29%
skin sensitisation	-	0.6387	63.87%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6611	66.11%
Acute Oral Toxicity (c)	III	0.5194	51.94%
Estrogen receptor binding	+	0.8449	84.49%
Androgen receptor binding	+	0.8426	84.26%
Thyroid receptor binding	+	0.6648	66.48%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	+	0.6059	60.59%
PPAR gamma	+	0.7763	77.63%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.32%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.48%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.12%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.28%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	93.10%	94.73%
CHEMBL2535	P11166	Glucose transporter	92.67%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.43%	99.15%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.27%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.99%	92.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.99%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.36%	97.21%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.93%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.50%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.98%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.56%	96.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.38%	90.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.33%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.46%	91.07%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.32%	94.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%

Plants that contains it

• Millettia usaramensis

Cross-Links

• PubChem: 163193581
• LOTUS: LTS0092009
• wikiData: Q105299071