프테로스틸벤
Pterostilbene
기본 정보
- CAS
18259-15-9- 표준 SMILES
COc1cc(/C=C/c2ccc(O)cc2)cc(OC)c1- InChIKey
VLEUZFDZJKSGMX-ONEGZZNKSA-N- 분자식
- C16H16O3
- 평균 분자량
- 256.3 g/mol
- 단동위원소 질량
- 256.10994437
개요
Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'. It has a role as an antioxidant, a neurotransmitter, a hypoglycemic agent, an antineoplastic agent, a radical scavenger, a neuroprotective agent, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a stilbenol, a diether and a member of methoxybenzenes. It derives from a hydride of a trans-stilbene.
이름 및 식별자
- 우선 이름
- Pterostilbene
- IUPAC
- 4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenol
- 현지명
- 프테로스틸벤
- 영어명
- Pterostilbene
- 분자식
- C16H16O3
- 분자량
- 256.3
이름 및 동의어
Pterostilbene537-42-8trans-pterostilbene4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenolpterostilbene, (E)-3',5'-Dimethoxy-4-stilbenol3,5-Dimethoxy-4'-hydroxy-trans-stilbenePhenol, 4-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-3',5'-dimethoxy-resveratroltrans-3,5-dimethoxy-4'-hydroxystilbene3,5-Dimethoxy-4'-hydroxystilbene26R60S6A5I
이름 더 보기
프테로스틸벤pterostibenehydroxystilbenePTEROCARPUS MARSUPIUMnootropic blueberry extract PterostilbeneAKOS 236-80(Z)-3,4’-aminostilbene(E/Z)-3,4’POVIDONE USP(RG)
4-((E)-2-(3,5-dimethoxyphenyl)ethenyl)phenolCHEBI:8630DTXSID9041106phenol, 4-((1E)-2-(3,5-dimethoxyphenyl)ethenyl)-EH-301 COMPONENT PTEROSTILBENEPhenol, 4-(2-(3,5-dimethoxyphenyl)ethenyl)-, (E)-3',5'-dimethoxy-4E-stilbenol3',5'-dimethoxy-4trans-stilbenol
데이터베이스 식별자
물성
구조 계산 물성
- XLogP
- 3.8
- 극성 표면적
- 38.7 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 19
- 형식 전하
- 0
- 복잡도
- 270
실험 및 물리화학적 성질
LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Diphenyl ethers, biphenyls, dibenzyls and stilbenes [PK1309]
Endocrine DisruptorsPotential endocrine disrupting compound
물리화학적 성질
- 녹는점
- 89 · 89-92 ºC
- 끓는 점
- 420.4 · 420.4±35.0 °C(Predicted)
- 밀도
- 1.169 · 1.169±0.06 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 20 mg/mL · DMSO: >20mg/mL
- 산도 계수 (pKa)
- 9.96 · 9.96±0.26(Predicted)
- 물리적 상태
- 고체
- 색상
- 흰색 또는 황백색
- 냄새
- Characteristic
- 안정성
- 2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 1주일 동안 보관할 수 있습니다.
- 화장품 원료 기능
- 피부 컨디셔닝항산화제
- InChI
- InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
- InChIKey
- VLEUZFDZJKSGMX-ONEGZZNKSA-N
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Danger
H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
P264+P265, P273, P280, P305+P354+P338, P317, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesEye Dam. 1 (100%)
안전 데이터
- wgk
- 3
- ridadr
- 3077
- HS 번호
- 29095000
- risk_code
- 41-51/53
- hazard_code
- Xi,N
- safety_code
- 26-39-61
- 포장분류
- Ⅲ
- 위험 등급
- IRRITANT
- Hazard Classifications
- Aquatic Chronic 2Eye Dam. 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Metabolism/MetabolitesPterostilbene has known human metabolites that include (2S,3S,4S,5R)-6-[4-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid.
응용 분야
개요Pterostilbene (PTS) is a fragrant-smelling hydrocarbon called "styrene", which is a derivative of resveratrol. It is found in blueberries and Pterocarpus marsupium (PM) heartwood. Similar to resveratrol, PTS has anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia and antibacterial effects.
출처Pterostilbene is a natural molecule found in fruits, vegetables and nuts. Blueberries are often quoted as one of the richest sources of pterostilbene. It is also found in almonds,various Vaccinium berries (including blueberries), grape leaves and vines,and Pterocarpus marsupium heartwood.
용도Substantial studies demonstrate that pterostilbene has diverse pharmacological activities for the prevention and treatment of diseases including inflammation, cancer, diabetes, and dyslipidemia.Pterostilbene has been used:to investigate its anti-oxidative stress activities and the involvement of the nuclear factor (erythroid-derived 2)-like 2 (Nrf2)-antioxidant response element (ARE) signaling pathwayto determine its effects on transcriptional activation of estrogen receptor-α (ERα) in hormone resistant breast cancer cells)
제조 방법
Pterostilbene was synthesized from 3,5-dimethoxybenzyl bromide and p-nitrobenzaldehyde by Witting-Hornor reaction, reduction, diazotization and hydrolysis, with a total yield of 53.9%.
상·하류 제품 정보
상류 원료
관련 반응
5건
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