1-(4-Hydroxy-3-methoxyphenyl)propan-1-one

Details

• Internal ID: 03811912-78dc-4924-bf1c-479c65d98518
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)propan-1-one
• SMILES (Canonical): CCC(=O)C1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CCC(=O)C1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C10H12O3/c1-3-8(11)7-4-5-9(12)10(6-7)13-2/h4-6,12H,3H2,1-2H3
• InChI Key: FBGXENQFSMMBNY-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 1-(4-hydroxy-3-methoxyphenyl)propan-1-one
• 4-Hydroxy-3-methoxypropiophenone
• Propiovanillone
• 3-Methoxy-4-hydroxypropiophenone
• Propioguaiacone
• 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)-
• Propioguaiacol
• 1-(4-hydroxy-3-methoxyphenyl)-1-propanone
• B6B3PL2HRF
• NSC 16691
• NSC-16691
• 1-(3-Methoxy-4-hydroxyphenyl)-1-propanone
• 4'-HYDROXY-3'-METHOXYPROPIOPHENONE
• SMR000386916
• 1-propiovanillone
• 1-(4-Hydroxy-3-methoxy-phenyl)-propan-1-one
• MFCD00482070
• Propiophenone, 4'-hydroxy-3'-methoxy
• UNII-B6B3PL2HRF
• 1-(4-hydroxy-3-methoxy-phenyl)propan-1-one
• 2-methoxy-4-propanyl phenol
• MLS000776976
• MLS001049078
• CHEMBL452723
• SCHEMBL1396833
• DTXSID2075057
• FBGXENQFSMMBNY-UHFFFAOYSA-
• HMS2268J24
• 4-Hydroxy-3-Methoxy Propiophenone
• NSC16691
• BBL028691
• STL371294
• AKOS006242091
• CS-W021234
• DS-2727
• FS-3737
• NCGC00246236-01
• NCGC00246236-02
• AC-15466
• 4-hydroxy-3-methoxypropiophenone, AldrichCPR
• FT-0633872
• 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)
• 1-[4-hydroxy-3-(methyloxy)phenyl]-1-propanone
• A812789
• 1-Propanone, 1-(4-hydroxy-3-methoxyphenyl)- (9CI)
• 1-(4-hydroxy-3-methoxy-phenyl)propan-1-one;1-(4-Hydroxy-3-methoxyphenyl)propan-1-one
• InChI=1/C10H12O3/c1-3-8(11)7-4-5-9(12)10(6-7)13-2/h4-6,12H,3H2,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.9181	91.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9384	93.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9312	93.12%
P-glycoprotein inhibitior	-	0.9804	98.04%
P-glycoprotein substrate	-	0.9151	91.51%
CYP3A4 substrate	-	0.6713	67.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6886	68.86%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.9058	90.58%
CYP2C19 inhibition	+	0.5114	51.14%
CYP2D6 inhibition	-	0.8870	88.70%
CYP1A2 inhibition	-	0.5903	59.03%
CYP2C8 inhibition	+	0.7767	77.67%
CYP inhibitory promiscuity	-	0.7557	75.57%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.6076	60.76%
Eye corrosion	+	0.7227	72.27%
Eye irritation	+	0.9671	96.71%
Skin irritation	+	0.6735	67.35%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5784	57.84%
Micronuclear	-	0.6690	66.90%
Hepatotoxicity	-	0.5830	58.30%
skin sensitisation	+	0.4903	49.03%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	-	0.7620	76.20%
Acute Oral Toxicity (c)	III	0.7900	79.00%
Estrogen receptor binding	-	0.6595	65.95%
Androgen receptor binding	-	0.7534	75.34%
Thyroid receptor binding	-	0.7656	76.56%
Glucocorticoid receptor binding	-	0.8098	80.98%
Aromatase binding	-	0.8213	82.13%
PPAR gamma	-	0.8317	83.17%
Honey bee toxicity	-	0.9776	97.76%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6915	69.15%
Fish aquatic toxicity	+	0.7284	72.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.85%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.82%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.65%	90.00%
CHEMBL2535	P11166	Glucose transporter	88.31%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.94%	96.95%
CHEMBL1255126	O15151	Protein Mdm4	86.45%	90.20%
CHEMBL3194	P02766	Transthyretin	84.62%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.08%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.08%	96.00%

Plants that contains it

• Aeonium cuneatum
• Anodendron affine
• Cedrela salvadorensis
• Galium latoramosum
• Garcinia gummi-gutta
• Helianthus annuus
• Hertia cheirifolia
• Licaria chrysophylla
• Lithospermum canescens
• Ormosia hosiei
• Ornithoglossum viride
• Parastrephia lepidophylla
• Petasites radiatus
• Phyllostachys edulis
• Rhinacanthus nasutus
• Rhinacanthus nasutus
• Schizanthus tricolor
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 15782
• NPASS: NPC16651
• ChEMBL: CHEMBL452723
• LOTUS: LTS0010139
• wikiData: Q72484944