(1R)-1-(4-methoxyphenyl)propan-1-ol

Details

• Internal ID: 1d66a499-ac4b-4732-946d-607dde173b8f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: (1R)-1-(4-methoxyphenyl)propan-1-ol
• SMILES (Canonical): CCC(C1=CC=C(C=C1)OC)O
• SMILES (Isomeric): CC[C@H](C1=CC=C(C=C1)OC)O
• InChI: InChI=1S/C10H14O2/c1-3-10(11)8-4-6-9(12-2)7-5-8/h4-7,10-11H,3H2,1-2H3/t10-/m1/s1
• InChI Key: RELLLNVFFUWXHI-SNVBAGLBSA-N
• Popularity: 15 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: 1.90
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 105836-14-4
• SCHEMBL2517919
• DTXSID801288744
• MFCD15529760
• AKOS012670115
• (R)-1-(4-methoxy-phenyl)-propan-1-ol
• (alphaR)-alpha-Ethyl-4-methoxybenzenemethanol
• (R)-1-(4-Methoxyphenyl)-1-propanol, ee 99%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8693	86.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8212	82.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9145	91.45%
P-glycoprotein inhibitior	-	0.9831	98.31%
P-glycoprotein substrate	-	0.9265	92.65%
CYP3A4 substrate	-	0.7206	72.06%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.9440	94.40%
CYP2C9 inhibition	-	0.9642	96.42%
CYP2C19 inhibition	-	0.5776	57.76%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	+	0.5631	56.31%
CYP2C8 inhibition	-	0.9188	91.88%
CYP inhibitory promiscuity	-	0.8418	84.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5784	57.84%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.6881	68.81%
Eye irritation	+	0.5617	56.17%
Skin irritation	+	0.6143	61.43%
Skin corrosion	-	0.8817	88.17%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	-	0.9156	91.56%
Hepatotoxicity	-	0.6306	63.06%
skin sensitisation	+	0.8451	84.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6053	60.53%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.7863	78.63%
Acute Oral Toxicity (c)	III	0.8379	83.79%
Estrogen receptor binding	-	0.7590	75.90%
Androgen receptor binding	-	0.7253	72.53%
Thyroid receptor binding	-	0.7434	74.34%
Glucocorticoid receptor binding	-	0.8450	84.50%
Aromatase binding	-	0.8427	84.27%
PPAR gamma	-	0.7728	77.28%
Honey bee toxicity	-	0.9577	95.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.7153	71.53%

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	97.30%	96.09%
CHEMBL4208	P20618	Proteasome component C5	93.79%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	88.17%	93.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.54%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.80%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.92%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.28%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.88%	90.24%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.57%	92.68%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 641444
• LOTUS: LTS0224933
• wikiData: Q105234940