기본 정보
- CAS
520-26-3- 표준 SMILES
COc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2)cc1O- InChIKey
QUQPHWDTPGMPEX-QJBIFVCTSA-N- 분자식
- C28H34O15
- 평균 분자량
- 610.6 g/mol
- 단동위원소 질량
- 610.18977039
개요
Hesperidin is a disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a mutagen. It is a member of 4'-methoxyflavanones, a rutinoside, a monomethoxyflavanone, a dihydroxyflavanone, a member of 3'-hydroxyflavanones, a disaccharide derivative and a flavanone glycoside. It is functionally related to a hesperetin.
이름 및 식별자
- 우선 이름
- Hesperidin
- IUPAC
- (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
- 현지명
- 비타민 P
- 영어명
- Hesperidin
- 분자식
- C28H34O15
- 분자량
- 610.56
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
520-26-3- PubChem CID
- 10621
- DTXSID
DTXSID9044328- ChEMBL
CHEMBL449317- ChEBI
CHEBI:28775- UNII
- E750O06Y6O
- EC Number
- 208-288-1
- Nikkaji
- J4.480F
물성
구조 계산 물성
- XLogP
- -1.1
- 극성 표면적
- 234 Ų
- 수소 결합 공여자 수
- 8
- 수소 결합 수용자 수
- 15
- 회전 가능 결합 수
- 7
- 무거운 원자 수
- 43
- 형식 전하
- 0
- 복잡도
- 940
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Used in Switzerland
Cosmetics
Emollient
Personal care product -> emollient
Collision Cross Section
240.84 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
227 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 250 · 250-255 °C (dec.)(lit.)
- 끓는 점
- 576.16 °C · 576.16°C (rough estimate)
- 밀도
- 1.329 · 1.3290 (rough estimate)
- 굴절률
- 1.594 · 1.5940 (estimate)
- 저장 조건
- 2 · Sealed in dry,2-8°C
- 용해도
- DMSO (약간 용해됨), 피리딘(약간 용해됨,초음파 처리)
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 7.15 · 7.15±0.40(Predicted)
- 색상
- 연한 갈색
- 생물학적 소스
- Citrus sinensis (L.) Osbeck
- 수용성
- 물에 불용성. DMSO와 같은 유기용매에 용해됩니다.
- Merck
- 14 · 14,4671
- BRN
- 75140 · 75140
- 안정성
- 안정적인. 강한 산화제와 호환되지 않습니다.
- 주요 응용
- 음식 및 음료
- 화장품 원료 기능
- 피부 컨디셔닝 - 보습제
- InChIKey
- QUQPHWDTPGMPEX-QJBIFVCTSA-N
- SMILES
- COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2
- LogP
- 0.3 at · 0.3 at 25℃
- EPA
- Hesperidin (520-26-3)
화학적 성질
light brown powder
안전 및 규제
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (42 of 42) of all reports.
Not Classified
Aggregated GHS information provided per 42 reports by companies from 1 notifications to the ECHA C&L Inventory.
유해성 정보
Regulatory Information
Chemical: 4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-
Status: Active Update: 28-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14278
4H-1-Benzopyran-4-one, 7-6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyloxy-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-: 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
- rtecs
- MK6650000
- HS 번호
- 29389090
- risk_code
- 22-36/37/38
- hazard_code
- Xi
- safety_code
- 22-24/25-36/37/39-27-26
- 기존화학 물질
- KE-09599
- F 고인화성물질
- 3-10
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
용도 및 제조
응용 분야
개요Hesperidin exists mainly in the peel of lemon, orange, and Seville orange flower, which belong to facilitating medicine. These Chinese medicines are warm and fragrant with the function of eliminating depression and knots. They cure abdominal distension, belching swallow acid pain, nausea and vomiting, diarrhea or constipation caused by the spleen, and stomach qi zhi; and they also cure depression, hernia, breast pain, and menoxenia caused by liver qi; moreover, they cure chest pain, cough, and asthma, which are caused by lung qi. Modern research has shown that li qi medicines have an extensive effect, such as regulatory effect on the digestive system, and they control the bronchial smooth muscle, the uterus smooth muscle, and the cardiovascular system. The base of the effect of li qi medicines in inverse, anti-nausea, antidiarrheal, and analgesia pharmacological effects is its effect in inhibiting gastric bowel movement; its exciting gastrointestinal movement is the foundation to eliminate swelling; its effect in relaxation of the bronchial smooth muscle is the foundation of pharmacological effects in antinausea. The intravenous injection to treat shock effect is the new development of li qi medicine.
역사Hesperidin is the glycoside in the form of hesperidin and rubiose and is a derivative of dihydroflavonoids. It widely exists in legume, birch, lip flower, butterfly flower, Rutaceae, and citrus plants. Hesperidin is an important composition of citrus pulp and peel; most of hesperidin exists in citrus processing waste such as skin and fruit bag. Mature skin and tissue have the highest content of hesperidin (30–50% in endocarp; 30–50% in orange collaterals, nuclear, and pulp; and 10–20% in exo_x005fcarp); the content of hesperidin is relatively low in juice and orange bag, which is about 1–5%. The crude extracts of hesperidin was first discovered in 1827 by Lebreton. Then the Hungarian scholar Albert Szent-Gyorgi discovered that the flavonoids have a protective microvascular effect in 1936, which is similar to that of vitamin P. Preparation of vitamin P was made in 1938. It was not until 1949 that it was discovered that vitamin P was made up of two flavonoids, luteolin and hesperidin, which are believed to be vitamin active. This substance, which was later named as vitamin P, was designed to reduce blood vessel permeability and brittleness, as well as alleviate bad blood and vitamin C deficiency. It was later discovered that the substance had an antioxidant effect, so the name of vitamin P was abandoned. Due to the widespread distribution of hesperidin in plant medicine, the research and development have been widely followed.
용도Hesperidin is a flavoring agent that is a bioflavonoid found in citrus pulp. it has minor use as a flavorant.
상·하류 제품 정보
상류 원료
하류 제품
공급사100 곳
추가 설명
순도시험순도시험 (1) 용상 : 이 품목 1g을 수산화나트륨용액(4.3→100) 10mL에 녹일 때 등황~황갈색을 나타내며, 그 탁도는 거의 징명 이하이어야 한다. (2) 비소 : 이 품목을 비소시험법에 따라 시험할 때, 그 양은 4.0ppm 이하이어야 한다. (3) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 10.0ppm 이하이어야 한다.
확인시험(1) 이 품목을 수산화나트륨용액(1→20) 또는 가열한 무수탄산나트륨용액(1→100)에 녹인 액은 등황~적황색을 나타낸다. (2) 이 품목 0.1g에 에탄올 5mL 및 수산화나트륨용액(1→20) 1mL를 가하여 2~3분간 끓이고 식힌 후 여과할 때, 여액은 황색을 나타낸다. (3) 이 품목 0.1g에 에탄올 5mL를 가해 가열하고 식힌 다음 여과한다. 여액 4mL에 염산 1mL 및 마그네슘분말 0.01g을 가해 방치할 때, 액은 적색을 나타낸다. (4) 이 품목 0.1g에 염산(1→9) 10mL를 가해 5분간 끓인다. 식힌 후 여과하고 여액은 수산화나트륨용액(1→4)으로 중화한 후 펠링시액 3mL를 가하여 가열할 때, 적색의 침전을 나타낸다.
정량법이 품목을 105℃에서 3시간 건조한 다음 약 50mg을 정밀히 달아 0.01N 수산화나트륨용액에 녹여 100mL로 하고 이 액 2mL를 취하여 0.01N 수산화칼륨용액으로 50mL로 한 것을 시험용액으로 하여, 파장 286nm에서 흡광도 A를 측정하여 다음 계산식에 따라 함량(%)을 구한다.
정의이 품목은 감귤류의 과피, 과즙 또는 종자로부터 알칼리성수용액으로 추출하고 정제하여서 얻어지는 것으로서 주성분은 헤스페리딘이다.
정의ChEBI: A disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.
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