2S-(2,6-dimethoxy-4-propenyl-phenoxy)-1-(3,4,5-trimethoxy-phenyl)-propane-1-one

Details

• Internal ID: b44d0a48-202c-4695-86c6-2db9b01dfba1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2S)-2-[2,6-dimethoxy-4-[(E)-prop-1-enyl]phenoxy]-1-(3,4,5-trimethoxyphenyl)propan-1-one
• InChI: InChI=1S/C23H28O7/c1-8-9-15-10-17(25-3)23(18(11-15)26-4)30-14(2)21(24)16-12-19(27-5)22(29-7)20(13-16)28-6/h8-14H,1-7H3/b9-8+/t14-/m0/s1
• InChI Key: KDGYLZNIUHEJCM-VFNNOXKTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

• 2S-(2,6-dimethoxy-4-propenyl-phenoxy)-1-(3,4,5-trimethoxy-phenyl)-propane-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8220	82.20%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.8912	89.12%
P-glycoprotein substrate	-	0.8444	84.44%
CYP3A4 substrate	-	0.5617	56.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7838	78.38%
CYP3A4 inhibition	+	0.6861	68.61%
CYP2C9 inhibition	-	0.9568	95.68%
CYP2C19 inhibition	+	0.7316	73.16%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	+	0.9177	91.77%
CYP2C8 inhibition	+	0.4930	49.30%
CYP inhibitory promiscuity	+	0.8469	84.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9447	94.47%
Eye irritation	-	0.7020	70.20%
Skin irritation	-	0.8180	81.80%
Skin corrosion	-	0.9903	99.03%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8124	81.24%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.5055	50.55%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	-	0.7597	75.97%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	-	0.5765	57.65%
Thyroid receptor binding	+	0.7181	71.81%
Glucocorticoid receptor binding	+	0.7002	70.02%
Aromatase binding	-	0.5676	56.76%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5939	59.39%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.98%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.36%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.76%	97.21%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	86.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	83.81%	98.33%
CHEMBL1255126	O15151	Protein Mdm4	80.88%	90.20%
CHEMBL4302	P08183	P-glycoprotein 1	80.54%	92.98%
CHEMBL3401	O75469	Pregnane X receptor	80.32%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.05%	89.50%

Plants that contains it

• Virola pavonis

Cross-Links

• PubChem: 11384492
• LOTUS: LTS0177341
• wikiData: Q105116607