기본 정보
- 표준 SMILES
CC1=C[C@H](O)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C- InChIKey
KBPHJBAIARWVSC-RGZFRNHPSA-N- 분자식
- C40H56O2
- 평균 분자량
- 568.9 g/mol
- 단동위원소 질량
- 568.42803102
이름 및 식별자
- 우선 이름
- Lutein A
- IUPAC
- (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
- 현지명
- 크산토필
- 영어명
- Xanthophyll
- 분자식
- C40H56O2
- 분자량
- 568.87
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
127-40-2- PubChem CID
- 5281243
- DTXSID
DTXSID8046749- ChEMBL
CHEMBL173929- ChEBI
CHEBI:28838- UNII
- X72A60C9MT
- EC Number
- 204-840-0
- Nikkaji
- J5.394E
물성
구조 계산 물성
- XLogP
- 11
- 극성 표면적
- 40.5 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 10
- 무거운 원자 수
- 42
- 형식 전하
- 0
- 복잡도
- 1,270
실험 및 물리화학적 성질
Melting Point
196
196 °C
Physical Description
Dark, yellowish brown liquid
Solid
물리화학적 성질
- 녹는점
- 195 °C · 195 °C
- 끓는 점
- 572.66 °C · 572.66°C (rough estimate)
- 밀도
- 0.9944 · 0.9944 (rough estimate)
- 굴절률
- 20 · n20/D1.361-1.363
- 인화점
- 269.1 · 269.1±27.5 °C
- 저장 조건
- -20 °C · -20°C
- 용해도
- 클로로포름 (약간 용해됨), 디클로로메탄 (약간 용해됨), 메탄올(약간 용해됨,가열, 초음파 처리)
- 산도 계수 (pKa)
- 14.61 · 14.61±0.70(Predicted)
- 물리적 상태
- 고체
- 색상
- 빨간색에서 매우 어두운 빨간색까지
- 생물학적 소스
- rabbit
- Merck
- 13 · 13,10120
- BRN
- 2068547 · 2068547
- 안정성
- 감광성, 온도 민감성
- 화장품 원료 기능
- 피부 컨디셔닝
- InChIKey
- KBPHJBAIARWVSC-RGZFRNHPSA-N
- SMILES
- CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C)\C=C\C=C(C)\C=C\[C@H]2C(C)=C[C@H](O)CC2(C)C
- LogP
- 11.524 · 11.524 (est)
- EPA
- -3 · .beta.,.epsilon.-Carotene-3,3'-diol, (3R,3'R,6'R)- (127-40-2)
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 95.6% (151 of 158) of all reports.
Not Classified;Reported as not meeting GHS hazard criteria by 151 of 158 companies (only 4.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.
Aggregated GHS information provided per 158 reports by companies from 4 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 151 of 158 reports by companies.;There are 2 notifications provided by 7 of 158 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
유해성 정보
Regulatory Information
Chemical: .beta.,.epsilon.-Carotene-3,3'-diol, (3R,3'R,6'R)-
Regulation (EC) No 1333/2008 (amended)
.beta.,.epsilon.-Carotene-3,3'-diol, (3R,3'R,6'R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
규제 정보
Regulatory Information
Chemical: .beta.,.epsilon.-Carotene-3,3'-diol, (3R,3'R,6'R)-
Regulation (EC) No 1333/2008 (amended)
.beta.,.epsilon.-Carotene-3,3'-diol, (3R,3'R,6'R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- HS 번호
- 29061990
- risk_code
- 36/37/38-11
- hazard_code
- Xi
- safety_code
- 26-37/39-16-7-24/25
- 기존화학 물질
- KE-04889
- F 고인화성물질
- 1-8-10-16
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Pharmacodynamics
Lutein was found to be present in a concentrated area of the macula, a small area of the retina responsible for central vision. The hypothesis for the natural concentration is that lutein helps protect from oxidative stress and high-energy light. Several studies show that an increase in macula pigmentation decreases the risk for eye diseases such as Age-related Macular Degeneration (AMD).
Mechanism of Action
Xanthophylls have antioxidant activity and react with active oxygen species, producing biologically active degradation products. They also can inhibit peroxidation of membrane phospholipids and reduce lipofuscin formation, both of which contribute to their antioxidant properties. Lutein is naturally present in the macula of the human retina. It filters out potentially phototoxic blue light and near-ultraviolet radiation from the macula. The protective effect is due in part, to the reactive oxygen species quenching ability of these carotenoids. Lutein is more stable to decomposition by pro-oxidants than are other carotenoids such as beta-carotene and lycopene. Lutein is abundant in the region surrounding the fovea, and lutein is the predominant pigment at the outermost periphery of the macula. Zeaxanthin, which is fully conjugated (lutein is not), may offer somewhat better protection than lutein against phototoxic damage caused by blue and near-ultraviolet light radiation. Lutein is one of only two carotenoids that have been identified in the human lens, may be protective against age-related increases in lens density and cataract formation. Again, the possible protection afforded by lutein may be accounted for, in part, by its reactive oxygen species scavenging abilities. Carotenoids also provide protection from cancer. One of the mechanisms of this is by increasing the expression of the protein connexin-43, thereby stimulating gap junctional communication and preventing unrestrained cell proliferation.
용도 및 제조
Use Classification
Food additives
Food Additives -> COLOUR; NUTRIENT_SUPPLEMENT -> JECFA Functional Classes
Food Additives -> COLOUR -> JECFA Functional Classes
Food Additives -> COLOUR; NUTRIENT_SUPPLEMENT -> JECFA Functional Classes
응용 분야
개요Lutein is a dietary carotenoid that has been found in eggs and yellow-colored fruits and vegetables and has diverse biological activities. It reduces hyperglycemia-induced mitochondrial DNA damage and production of reactive oxygen species (ROS) and promotes mitochondrial biogenesis in ARPE-19 cells when used at a concentration of 10 μM. Lutein (20 mg/kg) increases nitric oxide (NO) production and decreases serum levels of endothelin-1 in a rat model of hyperhomocysteinemia. Dietary administration of lutein (0.2%) decreases monocyte migration and lesion size in an ApoE-/- and Ldlr-/- mouse models of atherosclerosis. Lutein reduces infarct size and cardiac malondialdehyde (MDA), lactate dehydrogenase (LDH), and troponin T levels, and increases cardiac levels of catalase (CAT), superoxide dismutase (SOD), heme oxygenase-1 (HO-1), and Nrf2 in a rat model of heart failure induced by isoproterenol . It forms a retinal pigment in human eyes, and high dietary intake of lutein is positively correlated with reduced risk of age-related macular degeneration and cataracts in humans.
용도Xanthophyll is one of the most widespread carotenoid alcohols in nature. Originally isolated from egg yolk, also isolated by chromatography from nettles, algae, and petals of many yellow flowers.
일반 설명Lutein is a yellow dihydroxylated carotenoid which is found to be a common constituent in many dietary supplements.
상·하류 제품 정보
상류 원료
공급사50 곳
추가 설명
순도시험(1) 비소 : 이 품목을 비소시험법에 따라 시험할 때, 그 양은 4.0ppm 이하이어야 한다. (2) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 10.0ppm 이하이어야 한다. (3) 잔류용매 : 이 품목을 「파프리카추출색소」의 순도시험 (5)에 따라 시험할 때,
확인시험이 품목의 색가항에서 얻은 시험용액은 파장 445nm 부근에 극대흡수부가 있다.
정의이 품목은 알팔파(alfalfa)를 유기용제인 아세톤, 이소프로필알콜, 에탄올, 메탄올, 헥산 및 염화메틸렌으로 추출한 다음 검화시켜서 클로로필을 제거한 후 다시 유기용제로 카로티노이드를 추출정제하여 얻어진 색소로서 주색소는 루테인(lutein)이다. 다만, 색가조정, 품질보존 등을 위하여 희석제, 안정제 및 용제 등을 첨가할 수 있다.
관련 반응
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