2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester (CED0086422)

Record Information

Version

1.0

Creation Date

2016-05-19 04:01:15 UTC

Update Date

2026-05-14 19:06:15 UTC

Accession Number

CHEM012751

Identification

Common Name

2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester

Class

Small Molecule

Description

2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester is an organic compound with the formula C18H26O3 and an average molecular weight of 290.40 g/mol. 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester belongs to the cinnamic acid esters, a subclass of cinnamic acids and derivatives within the organic compounds. Industrially, this compound is used as a fragrance and a UV stabilizer. It is found in healthcare, pharmaceuticals, and veterinary products specifically as a protective agent against uv-radiation. Recorded exposure routes for this substance include oral, respiratory, topical, cutaneous, and ophthalmic pathways.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₈H₂₆O₃

Average Molecular Mass

290.397 g/mol

Monoisotopic Mass

290.188 g/mol

CAS Registry Number

5466-77-3

IUPAC Name

2-ethylhexyl (2E)-3-(4-methoxyphenyl)prop-2-enoate

Traditional Name

parsol

SMILES

[H]\C(=C(\[H])C1=CC=C(OC)C=C1)C(=O)OCC(CC)CCCC

InChI Identifier

InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

InChI Key

YBGZDTIWKVFICR-JLHYYAGUSA-N

Chemical Taxonomy

Classification

Not classified

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00045 g/L	ALOGPS
logP	5.62	ALOGPS
logP	5.38	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	86.44 m³·mol⁻¹	ChemAxon
Polarizability	34.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-06vi-9530000000-dfb5bc7b1b0717378513	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0900000000-d4a1e41c086413d0cf67	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0900000000-47b5b9c89e092811dc9d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-f61c750cc4eee5641214	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0900000000-bef6ca3443465e6c192e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-03e9-0900000000-9b48952b6721ccf2a0d4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-0900000000-04c530c6956b0f1f054f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-0950000000-7c75a171098f061df1d5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-3910000000-999432b0b3a154dc16c4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06r6-9400000000-f0de61dd27ceae8cac50	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-0970000000-9b1d54a8c418b0e3d7dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06vi-0910000000-29fe696309912eb4ba3d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01r2-3900000000-58e02602b0c98e57a09c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01r6-4970000000-a670cd89d51c4faa0f4b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-08ir-5910000000-378dcd5411abe5d4d831	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053u-9200000000-9025b50b69c626ee01d2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0790000000-dffcbb803f602e4748f9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4r-0920000000-f1683c652bffc0f2fcad	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0900000000-17d9a346b3a4b2ac552f	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6574.0	Log mg/kg	[3700:12000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
301	Protectives against uv-radiation	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	66.8725
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	23.3548
Click to view 3D structure	Tissue factor	P13726	Humans	Predicted (SEA)	16.1926
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	110.468
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	68.5852
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	49.2007
Click to view 3D structure	Aryl hydrocarbon receptor	O02747	Oryctolagus cuniculus	Predicted (SEA)	3.19182
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	24.7561
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	190.497
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	41.0265
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	48.8115
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	56.5185
Click to view 3D structure	Aldo-keto reductase family 1 member B1	P15121	Humans	Predicted (SEA)	29.2713
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	81.9752
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	18.7617
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	156.788
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	54.6502
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Predicted (SEA)	64.9263
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	66.4832
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	61.8901
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	323.697
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	31.7625
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	155.698
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	45.2304
Click to view 3D structure	Transthyretin	P02766	Humans	Predicted (SEA)	17.4382