비타민 P
헤스페리딘 · 비타민P · HESPERIDINE · VITAMIN P · Citrus Sinensis Extract · (s)-7-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one · Hesperiden · HESPERETIN-7-O-RUTINOSIDE
식별자 및 물리적 특성
| CAS No. | 520-26-3 |
|---|---|
| 분자식 | C28H34O15 |
| 평균 분자량 | 610.6 g/mol |
| 단동위원소 질량 | 610.18977039 g/mol |
| 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 |
| PubChem CID | 10621 |
| ChEMBL | CHEMBL449317 |
| ChEBI | CHEBI:28775 |
| EC No. | 208-288-1 |
| DTXSID | DTXSID9044328 |
| 현지명 | 비타민 P |
화학 및 물리적 성질
| XLogP | -1.1 |
|---|---|
| 극성 표면적 | 234 |
| 수소 결합 공여자 수 | 8 |
| 수소 결합 수용자 수 | 15 |
| 회전 가능 결합 수 | 7 |
| 무거운 원자 수 | 43 |
| 형식 전하 | 0 |
| 복잡도 | 940 |
| 의약품 | Pharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Used in Switzerland |
| 지질 | Polyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214] |
| 화장품 | EmollientPersonal care product -> emollient |
| LogP(분배 계수) | 0.32 |
| 식품 첨가물 | FLAVOR ENHANCER -> FDA Substance added to food |
| Collision Cross Section | 240.84 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]227 Ų [M+Na]+ [CCS Type: TW |
| 녹는점 | 250-255 °C (dec.)(lit.) |
| 끓는 점 | 576.16°C (rough estimate) |
| 밀도 | 1.3290 (rough estimate) |
| 굴절률 | 1.5940 (estimate) |
| 저장 조건 | Sealed in dry,2-8°C |
| 용해도 | DMSO (약간 용해됨), 피리딘(약간 용해됨,초음파 처리) |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 7.15±0.40(Predicted) |
| 색상 | 연한 갈색 |
| 생물학적 소스 | Citrus sinensis (L.) Osbeck |
| 용해도 | 물에 불용성. DMSO와 같은 유기용매에 용해됩니다. |
| Merck | 14,4671 |
| BRN | 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(분배 계수) | 0.3 at 25℃ |
| EPA | Hesperidin (520-26-3) |
화학적 성질
light brown powder
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 100% (42 of 42) of all reports.Not ClassifiedAggregated GHS information provided per 42 reports by companies from 1 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | 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/142784H-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. |
| 기타 안전 정보 | IMAP assessments - 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)-: Environment tier I assessment |
| Hazard Classes and Categories | Not Classified |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | MK6650000 |
| 관세 코드 | 29389090 |
| 위험 문구(R) | 22-36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 22-24/25-36/37/39-27-26 |
| 기존화학 물질 | KE-09599 |
| F 고인화성물질 | 3-10 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Hesperidin 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.
역사
Hesperidin 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.
용도
Hesperidin is a flavoring agent that is a bioflavonoid found in citrus pulp. it has minor use as a flavorant.