Methoxy-4-propenylbenzene

Details

• Internal ID: 8e9fdf88-9d51-4e2e-b8ec-35c1fdd61cb6
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 1-methoxy-4-prop-1-enylbenzene
• SMILES (Canonical): CC=CC1=CC=C(C=C1)OC
• SMILES (Isomeric): CC=CC1=CC=C(C=C1)OC
• InChI: InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3
• InChI Key: RUVINXPYWBROJD-UHFFFAOYSA-N
• Popularity: 1,053 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20 g/mol
• Exact Mass: 148.088815002 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 4-(1-propenyl)anisole
• Methoxy-4-propenylbenzene
• 1-(p-Methoxyphenyl)propene
• CHEBI:2716
• DTXSID4020086
• MFCD00009284
• 1-(4-Methoxyphenyl)-1(3)-propene
• 1-Methoxy-4-[1-propenyl]benzene #
• 1-methoxy-4-prop-1-enylbenzene
• 50770-19-9
• Spectrum_001629
• SpecPlus_000644
• Spectrum2_000538
• Spectrum3_001109
• Spectrum4_001950
• KBioGR_002362
• KBioSS_002109
• 1-methoxy-4-propenyl-benzene
• DivK1c_006740
• SPBio_000555
• CHEMBL3185908
• KBio1_001684
• KBio2_002109
• KBio2_004677
• KBio2_007245
• KBio3_002038
• 1-(1-Propenyl)-4-methoxybenzene
• LS-376
• SY019737
• FT-0600040
• FT-0623935
• FT-0686721
• 1-(methyloxy)-4-[(1Z)-prop-1-en-1-yl]benzene
• Q27105777

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.9047	90.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7035	70.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8103	81.03%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9698	96.98%
CYP3A4 substrate	-	0.6926	69.26%
CYP2C9 substrate	+	0.6036	60.36%
CYP2D6 substrate	-	0.6859	68.59%
CYP3A4 inhibition	-	0.8875	88.75%
CYP2C9 inhibition	-	0.9385	93.85%
CYP2C19 inhibition	-	0.6657	66.57%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	+	0.8091	80.91%
CYP2C8 inhibition	-	0.8756	87.56%
CYP inhibitory promiscuity	-	0.5787	57.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5729	57.29%
Carcinogenicity (trinary)	Non-required	0.5912	59.12%
Eye corrosion	+	0.8829	88.29%
Eye irritation	+	0.9948	99.48%
Skin irritation	+	0.6558	65.58%
Skin corrosion	-	0.8578	85.78%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4775	47.75%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.4768	47.68%
Acute Oral Toxicity (c)	III	0.9174	91.74%
Estrogen receptor binding	-	0.7777	77.77%
Androgen receptor binding	+	0.5586	55.86%
Thyroid receptor binding	-	0.8235	82.35%
Glucocorticoid receptor binding	-	0.7901	79.01%
Aromatase binding	-	0.8515	85.15%
PPAR gamma	-	0.8780	87.80%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.9300	93.00%
Fish aquatic toxicity	+	0.8223	82.23%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4096	P04637	Cellular tumor antigen p53	5 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	316.2 nM	Potency	via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.45%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	91.13%	93.31%
CHEMBL2039	P27338	Monoamine oxidase B	90.08%	92.51%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.40%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.12%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.39%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL2487	P05067	Beta amyloid A4 protein	84.58%	96.74%

Plants that contains it

• Agrimonia pilosa
• Anemopsis californica
• Anthriscus cerefolium
• Asarum epigynum
• Aucklandia costus
• Baccharis dracunculifolia
• Basella alba
• Bellis perennis
• Blepharocalyx salicifolius
• Chaerophyllum bulbosum
• Chaerophyllum macrospermum
• Croton lachnostachyus
• Cryptocarya agathophylla
• Curcuma kwangsiensis
• Curcuma phaeocaulis
• Curcuma wenyujin
• Curcuma zedoaria
• Dalbergia ecastaphyllum
• Erucaria microcarpa
• Foeniculum vulgare
• Glycyrrhiza glabra
• Helichrysum arenarium
• Homalomena occulta
• Ifloga spicata
• Illicium verum
• Laurus nobilis
• Limnophila rugosa
• Monopteryx uauca
• Myrtus communis
• Origanum dictamnus
• Osmorhiza aristata
• Paullinia cupana
• Pimenta racemosa
• Pimpinella anisum
• Polygala senega
• Salvia fruticosa
• Solidago odora
• Stevia rebaudiana
• Swertia japonica
• Syzygium aromaticum
• Teucrium cyprium
• Thapsia garganica
• Thymus vulgaris
• Vitex agnus-castus
• Zanthoxylum dipetalum
• Zanthoxylum schinifolium

Cross-Links

• PubChem: 7703
• NPASS: NPC8002
• LOTUS: LTS0177188
• wikiData: Q27105777