2-Methoxy-4-propylphenol

Details

• Internal ID: 7c4320e4-7aff-439c-ba14-9d0dc9bfa0ee
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-4-propylphenol
• SMILES (Canonical): CCCC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CCCC1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3
• InChI Key: PXIKRTCSSLJURC-UHFFFAOYSA-N
• Popularity: 187 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Dihydroeugenol
• 2785-87-7
• 4-Propylguaiacol
• Coerulignol
• Guaiacylpropane
• Cerulignol
• Phenol, 2-methoxy-4-propyl-
• p-Propylguaiacol
• 4-Propyl-2-methoxyphenol
• p-n-Propylguaiacol
• (4-Hydroxy-3-methoxyphenyl)propane
• 4-Hydroxy-3-methoxypropylbenzene
• Eugenol dihydro
• Guaiacol, 4-propyl-
• 1-Propyl-3-methoxy-4-hydroxybenzene
• 4-Propyl-O-methoxyphenol
• 1-(4-Hydroxy-3-methoxyphenyl)propane
• 5-Propyl-O-hydroxyanisole
• Propylguaiacol, p-
• NSC 53043
• FEMA No. 3598
• 2-methoxy-4-propyl phenol
• 2-methoxy-4-propyl-phenol
• EINECS 220-499-0
• 2-Methoxy-4-n-propylphenol
• BRN 1866292
• AI3-18037
• Phenol, 4-propyl, 2-methoxy
• 2-Methoxy-4-(1-propyl)phenol
• DTXSID2047199
• UNII-A3XE712277
• NSC-53043
• A3XE712277
• 4-06-00-05976 (Beilstein Handbook Reference)
• dehydroeugenol,
• di hydroeugenol
• dihydro eugenol
• eugenyl dihydro
• Oracle
• cerulignol,
• Coerulignol,
• dihydro,
• guaiacyl propane
• di hydro eugenol
• 4-propyl guaicol
• 4-propyl guaiacol
• di hydro eugenol,
• 4-Propylguaiacol;
• 4-Propyl-Guaiacol
• EOL
• H7Y
• para-propyl guaiacol
• para-n-propyl guaiacol
• 5-Propyl-o-hydroxyanisole,
• DIHYDROEUGENOL 909
• 4-propyl-ortho-methoxyphenol
• 5-propyl-ortho-hydroxyanisole
• Fenol, 2-metoxi-4-propil-
• Phenol,2-methoxy-4-propyl-
• WLN: QR D3 BO1
• SCHEMBL267532
• CHEMBL3186884
• DTXCID0027199
• 2-Methoxy-4-propylphenol, 9CI
• 4-hydroxy-3-methoxypropyl benzene
• CHEBI:167417
• 2 - methoxy - 4 - propylphenol
• CAA78587
• NSC53043
• Tox21_302722
• (4-hydroxy-3-methoxyphenyl) propane
• BBL009806
• MFCD00037196
• STK801267
• 1-(3-Methoxy-4-hydroxyphenyl)propane
• AKOS005608362
• LS-2898
• 1-(4-hydroxy-3-methoxyphenyl) propane
• 2-METHOXY-4-PROPYLPHENOL [FHFI]
• NCGC00256773-01
• 2-Methoxy-4-propylphenol, >=99%, FG
• VS-02191
• CAS-2785-87-7
• 2-Methoxy-4-propylphenol (p-propylguaiacol)
• 4-Propyl-2-methoxyphenol (4-propylguaiacol)
• CS-0199387
• FT-0624955
• EN300-1267410
• A819218
• Q27273589

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9530	95.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8615	86.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9210	92.10%
P-glycoprotein inhibitior	-	0.9851	98.51%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	-	0.6295	62.95%
CYP2C9 substrate	-	0.5890	58.90%
CYP2D6 substrate	+	0.4683	46.83%
CYP3A4 inhibition	-	0.9628	96.28%
CYP2C9 inhibition	-	0.8581	85.81%
CYP2C19 inhibition	-	0.6054	60.54%
CYP2D6 inhibition	-	0.7830	78.30%
CYP1A2 inhibition	+	0.6219	62.19%
CYP2C8 inhibition	+	0.9074	90.74%
CYP inhibitory promiscuity	-	0.7091	70.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7260	72.60%
Carcinogenicity (trinary)	Non-required	0.5492	54.92%
Eye corrosion	+	0.7899	78.99%
Eye irritation	+	0.9540	95.40%
Skin irritation	+	0.5679	56.79%
Skin corrosion	-	0.5847	58.47%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4653	46.53%
Micronuclear	-	0.9426	94.26%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.7500	75.00%
Acute Oral Toxicity (c)	III	0.8800	88.00%
Estrogen receptor binding	-	0.6718	67.18%
Androgen receptor binding	-	0.6808	68.08%
Thyroid receptor binding	-	0.7455	74.55%
Glucocorticoid receptor binding	-	0.8348	83.48%
Aromatase binding	-	0.8304	83.04%
PPAR gamma	-	0.7992	79.92%
Honey bee toxicity	-	0.9600	96.00%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5851	58.51%
Fish aquatic toxicity	+	0.7720	77.20%

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	96.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.02%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.91%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.13%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.45%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.55%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.51%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.25%	90.00%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Prunus mume

Cross-Links

• PubChem: 17739
• NPASS: NPC8547