몰식자산프로필
몰식자산프로필 · 벤조산,3,4,5-트리하이드록시-,프로필에스터 · 프로필3,4,5-트리하이드록시벤조산 · 프로필3,4,5-트리하이드록시벤조산염 · 프로필3,4,5-트리히드록시벤조산염 · 프로필갈레이트 · 프로필 갈레이트 · N-PROPYL GALLATE
식별자 및 물리적 특성
| CAS No. | 121-79-9 |
|---|---|
| 분자식 | C10H12O5 |
| 평균 분자량 | 212.2 g/mol |
| 단동위원소 질량 | 212.06847348 g/mol |
| SMILES | CCCOC(=O)c1cc(O)c(O)c(O)c1 |
| InChIKey | ZTHYODDOHIVTJV-UHFFFAOYSA-N |
| PubChem CID | 4947 |
| ChEMBL | CHEMBL7983 |
| ChEBI | CHEBI:10607 |
| EC No. | 204-498-2 |
| DTXSID | DTXSID5021201 |
| 현지명 | 몰식자산프로필 |
화학 및 물리적 성질
| XLogP | 1.8 |
|---|---|
| 극성 표면적 | 87 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 15 |
| 형식 전하 | 0 |
| 복잡도 | 206 |
| pH | pH = 6.3 (0.05% aqueous solution)pH = 5.9 (0.1% aqueous solution)pH = 5.7 (0.2% aqueous solution) |
| LogP(분배 계수) | log Kow = 1.80 |
| 냄새 | OdorlessOdorless or with a faint odor맛없는 |
| 맛 | Slightly bitter taste |
| 밀도 | 1.21 (NTP, 1992) - Denser than waterwill sink1.210 |
| Color/Form | White to creamy-white crystalline powderColorless crystalsNeedles in waterFine, ivory powder or crystals |
| 용해도 | less than 1 mg/mL at 68 °F (NTP, 1992)Slightly soluble in water, freely soluble in ethanol, ether and propane-1,2-diolIn water, 3490 mg/L at 25 deg, 2790 mg/L at 20 °C, 3790 mg/L at 30 °CSolubility at 25 °C: in water 0.35 g/100 mLSlightly soluble in acetone and 2-butanolSolubility at 25 °C: in alcohol 103 g/100 g, in ether 83 g/100 gSolubility at 30 °C: in cottonseed oil at 30 °C 1.23 g/100 g, in lard at 45 °C 1.14 g/100 g에탄올: 50mg/mL |
| 인화점 | 368 °F (NTP, 1992)187 °C (369 °F) - closed cup187℃ |
| 끓는 점 | Decomposes (NTP, 1992)312.03°C (rough estimate) |
| Decomposition | When heated to decomposition it emits acrid smoke and irritating fumes. |
| 녹는점 | 302 °F (NTP, 1992)Between 146 °C and 150 °C after drying at 110 °C for four hours147-149 °C146-149 °C(lit.) |
| 증기 밀도 | 7.3 (NTP, 1992) - Heavier than airwill sink (Relative to Air) |
| 증기압 | 0Pa at 20℃ |
| 굴절률 | 1.5140 (estimate) |
| FEMA | 2947 | PROPYL GALLATE |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 8.11(at 25℃) |
| 색상 | 흰색~밝은 베이지 |
| 생물학적 소스 | synthetic |
| 용해도 | 0.35g/100mL(25℃) |
| Merck | 14,7859 |
| BRN | 1877976 |
| 주요 응용 | 진단 검사 제조혈액학조직학 |
| 화장품 원료 기능 | 향수항산화제 |
| InChI | 1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3 |
| InChIKey | ZTHYODDOHIVTJV-UHFFFAOYSA-N |
| SMILES | CCCOC(=O)c1cc(O)c(O)c(O)c1 || CCCOC(=O)c1cc(O)c(O)c(O)c1 |
| LogP(분배 계수) | 1.8 |
| NIST | Benzoic acid, 3,4,5-trihydroxy-, propyl ester(121-79-9) |
| EPA | Propyl gallate (121-79-9) |
안전 및 규제
| GHS 분류 | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]H317: May cause an allergic skin reaction [Warning Sensitization, Skin]H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: Benzoic acid, 3,4,5-trihydroxy-, propyl esterRegulation (EC) No 1831/2003 (amended)Status: Active Update: 15-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24203Propyl gallate: Does not have an individual approval but may be used under an appropriate group standard |
| 화재 위험 | This chemical is combustible. (NTP, 1992) |
| 화재 가능성 | Combustible when exposed to heat or flame ... . |
| 건강 유해성 | SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. Other symptoms include gasping respirations and convulsions. Brief skin contact may dry the skin. Prolonged or repeated contact can cause dermatitis and sensitization of the skin. Aspiration into the lungs may cause chemical pneumonia.ACUTE/CHRONIC HAZARDS: This compound may be harmful by inhalation or ingestion. It is an irritant of the skin, eyes, mucous membranes and upper respiratory tract. When heated to decomposition it emits acrid smoke, irritating fumes and toxic fumes of carbon monoxide and carbon dioxide. (NTP, 1992) |
| 유해성 요약 | Cause allergic contact dermatitis in bakers and other workers[HSDB] A skin, eye, mucous membrane, and upper respiratory tract irritantMay cause skin sensitization[CAMEO] Causes convulsions in lethal dose studies of rats[RTECS] May cause skin sensitization[eChemPortal: ESIS] Does not increase birth defects in animal experiments[REPROTOX] ADI = 0-1.4 mg/kg when used as an antioxidant in food[JECFA] |
| FDA 요건 |
용도
개요
Propyl gallate is an antioxidant with antimicrobial activity. It is hepatoprotective in vitro and in vivo, preventing CCl4 induced lipoperoxidation and reduction in polysomes in rat liver. Propyl gallate (100 mg/kg, i.p.) increases expression of HIF-1α, EPO, and VEGF mRNA levels and the number of normal neurons in rat brains after 8 minutes of forebrain ischemia. Propyl gallate in combination with potassium sorbate is bactericidal and bacteriostatic against S. aureus strains known to produce enterotoxins in food. Propyl gallate is commonly added to foods to prevent autoxidation and microbial growth.
용도
Propyl Gallate is a known inhibitor of Tyrosinase, a polyphenol oxidase, which is an important enzyme in pigment biosynthesis in various organisms. It has also recently been seen to boost biodiesel li pid biosynthesis in cultures.
일반 설명
Fine white to creamy-white crystalline powder. Odorless or with a faint odor. Melting point 150°C. Insoluble in water. Slightly bitter taste.
제조 및 합성 방법
제조 방법
Produced commercially by the esterification of gallic acid with propyl alcohol followed by distillation to remove the excess alcohol.