엘레우테로사이드 B
Syringin
기본 정보
- CAS
118-34-3- 표준 SMILES
COc1cc(/C=C/CO)cc(OC)c1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
QJVXKWHHAMZTBY-GCPOEHJPSA-N- 분자식
- C17H24O9
- 평균 분자량
- 372.4 g/mol
- 단동위원소 질량
- 372.14203234
개요
Syringin is a monosaccharide derivative that is trans-sinapyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage. It has a role as an autophagy inducer, an antidepressant, a hepatoprotective agent, a neuroprotective agent, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a primary alcohol, a beta-D-glucoside, a dimethoxybenzene and a monosaccharide derivative. It is functionally related to a trans-sinapyl alcohol.
이름 및 식별자
- 우선 이름
- Syringin
- IUPAC
- (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
- 현지명
- 엘레우테로사이드 B
- 영어명
- ELEUTHEROSIDE B
- 분자식
- C17H24O9
- 분자량
- 372.37
이름 및 동의어
SyringinEleutheroside B118-34-3SyringosideLilacinMethoxyconiferineSyriginSinapyl alcohol 4-O-glucosideDTXSID2042438I6F5B11C964-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
이름 더 보기
엘레우테로사이드 BAlyposideSYRINGINESyrigin，Syrigin，Eleutheroside BILACIN(E)-SyringinIlexanthin AMagnolenin A
CHEBI:9380NSC-2874414-((1E)-3-hydroxyprop-1-en-1-yl)-2,6-dimethoxyphenyl beta-D-glucopyranoside(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-((E)-3-hydroxyprop-1-enyl)-2,6-dimethoxyphenoxy)oxane-3,4,5-triolRefChem:35706DTXCID0022438601-519-0Ligustrin
데이터베이스 식별자
- CAS
물성
구조 계산 물성
- XLogP
- -1.3
- 극성 표면적
- 138 Ų
- 수소 결합 공여자 수
- 5
- 수소 결합 수용자 수
- 9
- 회전 가능 결합 수
- 7
- 무거운 원자 수
- 26
- 형식 전하
- 0
- 복잡도
- 432
실험 및 물리화학적 성질
SpringerMaterials PropertiesChemical shift
물리화학적 성질
- 녹는점
- 192 °C · 192°C
- 끓는 점
- 421.84 °C · 421.84°C (rough estimate)
- 밀도
- 1.287 · 1.2870 (rough estimate)
- 굴절률
- 1.623 · 1.6230 (estimate)
- 저장 조건
- 2 · Sealed in dry,2-8°C
- 용해도
- DMSO(약간 용해됨), 메탄올(약간 용해됨, 초음파 처리), 물(약간 용해됨)
- 물리적 상태
- Solid
- 산도 계수 (pKa)
- 12.75 · 12.75±0.70(Predicted)
- 색상
- 흰색에서 황백색까지
- BRN
- 97166 · 97166
- 주요 응용
- 음식 및 음료
- InChI
- InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1
- InChIKey
- QJVXKWHHAMZTBY-GCPOEHJPSA-N
- SMILES
- O([C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C1C(=CC(=CC=1OC)/C=C/CO)OC
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.
Warning
H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (75%)
안전 데이터
- wgk
- 3
- HS 번호
- 29329990
- safety_code
- 24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Syringin is a phenylpropanoid glycoside first isolated from A. senticosus that enhances acetylcholine release in pancreatic cells leading to an increase in insulin release through the muscarinic M3 receptor. Syringin dose-dependently (50, 75, and 100 μg/kg, i.v.) decreases plasma glucose levels and increases insulin-like immunoreactivity and C-peptide in rats, and these effects last at least 60 minutes. In a rat model of type 1 diabetes, it decreases plasma glucose and increases β-endorphin release from the adrenal medulla. Syringin increases autophagy through AMP-activated protein kinase α (AMPKα) activation concomitant with preventing the progression of cardiac hypertrophy in mice following aortic banding. It also has immunomodulatory effects, likely due to its metabolite sinapyl alcohol.
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