Basic information
- CAS
5466-77-3- Standard SMILES
CCCCC(CC)COC(=O)C=Cc1ccc(OC)cc1- InChIKey
YBGZDTIWKVFICR-UHFFFAOYSA-N- Molecular formula
- C18H26O3
- Average molar mass
- 290.4 g/mol
- Monoisotopic mass
- 290.18819469
Overview
Octinoxate is a cinnamate ester.
Names & identifiers
- Preferred name
- 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester
- IUPAC
- 2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate
- English name
- Octyl 4-methoxycinnamate
- Molecular formula
- C18H26O3
- Molecular weight
- 290.4
Names & synonyms
5466-77-32-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate2-Ethylhexyl 3-(4-methoxyphenyl)acrylate2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester(E)-Octyl methoxycinnamateAnti AgingStarNSC 26466Octinoxate [USAN:USP:INN]CCRIS 6200HSDB 7459EINECS 226-775-72-ethylhexyl 3-(4-methoxyphenyl)-2-propenoate
Show more names
OctinoxateOMCOCTYL METHOXYCINNAMATE2-ETHYLHEXYL TRANS-4-METHOXYCINNAMATEMC80Neo Heliopan AV2-ETHYLHEXYL 4-METHOXYCINNAMATEPARSOL MCX2-ETHYLHEXYL P-METHOXYCINNAMATEUvinul MC 80
AI3-05710SCHEMBL39360orb1310968CHEMBL3183184CHEBI:134750HMS5084E08s5320AKOS028110087
Database identifiers
- CAS
5466-77-3- PubChem CID
- 21630
- DTXSID
DTXSID1025302- ChEBI
CHEBI:134750- EC Number
- 226-775-7
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 10
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 304
Experimental & physicochemical properties
Chemical ClassesUV filter
CosmeticsUv absorber; Uv filter
FragrancesFragrance Ingredient (2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester) -> IFRA transparency List
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionLiquid
Collision Cross Section184.1 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID1025302]
Physicochemical properties
- Melting point
- -25 ℃ · <-25℃
- Boiling point
- 198 · 198-200°C
- Density
- 1.009 · 1.009
- refractive index
- 1.543 · 1.543-1.547
- Flash point
- 193 °C · 193°C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Liquid
- color
- Clear colorless to yellow
- Odor
- Odorless
- Water Solubility
- 0.1 g/100 · <0.1 g/100 mL at 27 ºC
- BRN
- 5946632 · 5946632
- Henry's Law Constant
- 1.2 · 1.2×100 mol/(m3Pa) at 25℃, HSDB (2015)
- Stability
- Stable. Incompatible with strong oxidizing agents.
- Cosmetics Ingredients Functions
- UV ABSORBERUV FILTERLIGHT STABILIZER
- 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+
- InChIKey
- YBGZDTIWKVFICR-JLHYYAGUSA-N
- SMILES
- CCCCC(CC)COC(=O)\C=C\c1ccc(OC)cc1
- LogP
- 5.921 · 5.921 (est)
- CAS DataBase Reference
- 5466 · 5466-77-3(CAS DataBase Reference)
- EWG's Food Scores
- 6 · 6
- FDA UNII
- 4 Y5P7MUD51 · 4Y5P7MUD51
- ATC code
- 2 BA02 · D02BA02
- NIST Chemistry Reference
- 2 · 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester(5466-77-3)
- EPA Substance Registry System
- 2 · 2-Ethylhexyl p-methoxycinnamate (5466-77-3)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 413 · H413
- Precautionary statements
- 501 · P501-P273
- PPE
- Eyeshields, Gloves
- Safety Statements
- 24 · 24/25
- WGK Germany
- nwg
- RTECS
- 3392732 · UD3392732
- TSCA
- TSCA listed
- HS Code
- 29189090 · 29189090
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 · Aquatic Chronic 4
- Hazardous Substances Data
- 5466 · 5466-77-3(Hazardous Substances Data)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 92.2% (1853 of 2010) of all reports.
Not Classified
Aggregated GHS information provided per 2010 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester
2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Other Safety InformationIMAP assessments - 2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester: Human health tier II assessment
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- nwg
- tsca
- TSCA listed
- rtecs
- UD3392732
- hs_code
- 29189090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H413
- Hazard Classifications
- Aquatic Chronic 4
- Precautionary statements
- P501-P273
- Hazardous Substances Data
- 5466-77-3(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
U.S. Production2023: 8,269,659 lb
Consumer UsesFragrance
Industry UsesFragrance
Use Classification
Fragrance Ingredients
Cosmetics -> Uv absorber; Uv filter
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
2-Propenoic acid, 3-(4-methoxyphenyl)-, 2-ethylhexyl ester: ACTIVE
Applications
Uses2-Ethylhexyl 4-Methoxycinnamate is an UV induced cyclobutane pyrimidine dimer (CDP) formation inhibitior.
Usesoctinoxate is the drug name for the sunscreen chemical generally known as octyl methoxycinnamate and ethylhexyl methoxycinnamate.
Uses2-Ethylhexyl-4-methoxy-cinnamate is used as UV-B-absorbing agent in sunscreens and cosmetic creams, lotions, lipsticks, sun oils, etc.
General DescriptionColorless to pale yellow viscous liquid.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海协瑞实业发展有限公司021-64695700 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
Syntechem Co.,Ltd[email protected]
Ark Pharm, Inc.847-367-3680 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
天津中信凯泰化工有限公司022-66880623 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
石家庄斯迪亚诺精细化工有限公司0311-89250318 13582355795 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
吉良化学21-62165282 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
武汉科美沃化工有限公司027-85736489 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
重庆卡兰医药有限公司023-62879767 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海将来实业股份有限公司021-61552785 · [email protected]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
上海有朋化工有限公司021-69005955 13701776567 · [email protected]
北京海力扬化学科技有限公司13718199399 · [email protected]
北京欣赛维化学科技有限公司010-56218822 13717722232 · [email protected]
四川海诺威科技有限公司13708085536 13708085536 · [email protected]
上海凯赛化工有限公司021-33516722 13701817765 · [email protected]
上海彤源化工有限公司021-021-69182866 13701855675 · [email protected]
北京华扬致成科技有限公司13716033033 · [email protected]
上海蓝润化学有限公司021-69515658 ; 69515628 13701998368 · [email protected]
上海容立化学科技有限公司021-69992220 13701886816 · [email protected]
上海康拓化工有限公司021-69185552 13701777608 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
杭州临安天鸿生物科技有限公司13606615626; 15957181975 · [email protected]
Additional notes
DefinitionChEBI: Octyl 4-methoxycinnamic acid is a cinnamate ester.
Related reactions
15 records
Compound notes
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