Methylisoeugenol

Details

• Internal ID: 48aed1f7-0d5d-44e0-80da-cf1d05ab26fc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Methoxybenzenes > Dimethoxybenzenes
• IUPAC Name: 1,2-dimethoxy-4-[(E)-prop-1-enyl]benzene
• SMILES (Canonical): CC=CC1=CC(=C(C=C1)OC)OC
• SMILES (Isomeric): C/C=C/C1=CC(=C(C=C1)OC)OC
• InChI: InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)11(8-9)13-3/h4-8H,1-3H3/b5-4+
• InChI Key: NNWHUJCUHAELCL-SNAWJCMRSA-N
• Popularity: 100 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• trans-Methylisoeugenol
• 93-16-3
• Methyl isoeugenol
• 6379-72-2
• Isomethyleugenol
• 4-trans-Propenylveratrole
• trans-4-Propenylveratrole
• Isoeugenol methyl ether
• trans-isomethyleugenol
• 4-Propenylveratrole
• Isohomogenol
• 1,2-Dimethoxy-4-propenylbenzene
• Benzene, 1,2-dimethoxy-4-(1-propenyl)-
• (E)-Methyl isoeugenol
• Isoeugenyl methyl ether
• Methylisoeugenol, (E)-
• 1,2-dimethoxy-4-[(1E)-prop-1-en-1-yl]benzene
• 1,2-dimethoxy-4-[(E)-prop-1-enyl]benzene
• (e)-methylisoeugenol
• 1-Veratryl-1-propene
• Benzene, 1,2-dimethoxy-4-propenyl-, (E)-
• Benzene, 1,2-dimethoxy-4-propenyl
• EINECS 228-958-7
• UNII-J6M6C71VVR
• 4-(1-Propenyl)-1,2-dimethoxybenzene
• BRN 1911285
• 3,4-Dimethoxypropenylbenzene
• J6M6C71VVR
• CHEBI:6877
• 1,2-dimethoxy-4-(prop-1-en-1-yl)benzene
• Benzene, 1,2-dimethoxy-4-(1E)-1-propenyl-
• cis-Methylisoeugenol
• 4-Prop-1-enylveratrole
• Veratrole, 4-propenyl-
• Benzene, 1,2-dimethoxy-4-propenyl-
• (E)-1,2-Dimethoxy-4-(prop-1-en-1-yl)benzene
• TRIDEUTEROMETHYLISOEUGENOL
• 6380-24-1
• cis-O-Methylisoeugenol
• 4-prop-1-enylveratrol
• 1,2-Dimethoxy-4-[1-propenyl]benzene #
• 54349-79-0
• Benzene, 4-(1-propenyl)-1,2-dimethoxy
• Benzene, 1,2-dimethoxy-4-(1-propen-1-yl)-
• DTXSID0052621
• 4 - prop - 1 - enylveratrole
• methylation
• O-Methyl Isoeugenol
• ISOHOMOEUGENOL
• Benceno, 1,2-dimetoxi-4-(1-propen-1-il)-
• iso eugenol methyl ether
• Methyl IsoEugenol Natural
• 1,4-Isoeugenol methyl ether
• ghl.PD_Mitscher_leg0.366
• (E)-O-METHYLISOEUGENOL
• 1-Propene,4-dimethoxyphenyl)-
• CHEMBL465829
• 4-cis-Propenylveratrole; cis-Isoeugenol methyl ether;cis-Methylisoeugenol
• DTXCID4031194
• WLN: 2U1R CO1 DO1
• CHEBI:14469
• Benzene,2-dimethoxy-4-propenyl-
• Methyl isoeugenol, >=98%, FG
• NNWHUJCUHAELCL-SNAWJCMRSA-N
• DTXSID501020311
• (E)-ISOEUGENOL METHYL ETHER
• HY-N2439
• NSC46111
• FEMA NO. 2476, E-
• Tox21_303830
• BBL009809
• MFCD00009282
• NSC-46111
• s3006
• STK801268
• AKOS005608367
• Benzene,2-dimethoxy-4-(1-propenyl)-
• ISOEUGENYL METHYL ETHER, TRANS-
• CAS-93-16-3
• 1,2-Dimethoxy-4-propenylbenzene, 99%
• NCGC00357104-01
• VERATROLE, 4-PROPENYL-, TRANS-
• 1,2-dimethoxy-4-prop-1-en-1-ylbenzene
• AS-56928
• LS-29884
• VS-02193
• 4-(1-Propenyl)pyrocatechol Dimethyl Ether
• (E)-1,2-dimethoxy-4-(prop-1-enyl)benzene
• CS-0022657
• P1103
• (E)-1-(3,4-DIMETHOXYPHENYL)PROPENE
• EN300-2559873
• Benzene, 1,2-dimethoxy-4-(1-propenyl)-, (E)-
• EN300-21037355
• (E)-1,2-DIMETHOXY-4-(1-PROPENYL)BENZENE
• W-100250
• Q10858039
• Q27108981
• BENZENE,1,2-DIMETHOXY,4-PROPENYL ISOEUGENOL,METHYL ETHER

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9115	91.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7470	74.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9822	98.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7845	78.45%
P-glycoprotein inhibitior	-	0.9763	97.63%
P-glycoprotein substrate	-	0.8902	89.02%
CYP3A4 substrate	-	0.6717	67.17%
CYP2C9 substrate	+	0.6036	60.36%
CYP2D6 substrate	-	0.6859	68.59%
CYP3A4 inhibition	-	0.8461	84.61%
CYP2C9 inhibition	-	0.9709	97.09%
CYP2C19 inhibition	-	0.6790	67.90%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	+	0.6061	60.61%
CYP2C8 inhibition	-	0.5861	58.61%
CYP inhibitory promiscuity	+	0.5947	59.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7309	73.09%
Carcinogenicity (trinary)	Non-required	0.4544	45.44%
Eye corrosion	+	0.7002	70.02%
Eye irritation	+	0.9824	98.24%
Skin irritation	+	0.5923	59.23%
Skin corrosion	-	0.8915	89.15%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.8367	83.67%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.7489	74.89%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6540	65.40%
Acute Oral Toxicity (c)	III	0.8765	87.65%
Estrogen receptor binding	-	0.7393	73.93%
Androgen receptor binding	-	0.6015	60.15%
Thyroid receptor binding	-	0.8071	80.71%
Glucocorticoid receptor binding	-	0.8781	87.81%
Aromatase binding	-	0.8301	83.01%
PPAR gamma	-	0.8714	87.14%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.8400	84.00%
Fish aquatic toxicity	+	0.8848	88.48%

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	95.57%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.72%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.55%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	84.11%	90.20%
CHEMBL2535	P11166	Glucose transporter	83.71%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.45%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.20%	90.24%
CHEMBL2487	P05067	Beta amyloid A4 protein	82.19%	96.74%
CHEMBL3194	P02766	Transthyretin	80.87%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%

Plants that contains it

• Acorus calamus
• Acorus calamus var. angustatus
• Acorus gramineus
• Aniba puchury-minor
• Asarum europaeum
• Catalpa bignonioides
• Chelonanthus albus
• Cirsium arvense var. integrifolium
• Daucus carota
• Entada phaseoloides
• Erymophyllum tenellum
• Esenbeckia nesiotica
• Hyptis tomentosa
• Illicium difengpi
• Illicium verum
• Ipomoea cristulata
• Myristica fragrans
• Nicotiana bonariensis
• Nothofagus menziesii
• Pancratium trianthum
• Piper pedicellosum
• Rhodotypos scandens
• Scrophularia buergeriana
• Scrophularia ningpoensis
• Solidago odora
• Xanthostemon oppositifolius

Cross-Links

• PubChem: 637776
• NPASS: NPC310905
• LOTUS: LTS0170487
• wikiData: Q10858039