프테로스틸벤

Pterostilbene

HCID 5281727CAS 18259-15-9

기본 정보

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

CAS
18259-15-9、537-42-8
PubChem CID
5281727
DTXSID
DTXSID9041106
ChEMBL
CHEMBL83527
ChEBI
CHEBI:8630
UNII
26R60S6A5I
EC Number
611-041-4
Nikkaji
J11.562B、J2.032.037K

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

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)

화학적 성질

Pterostilbene is a white crystalline powder, sensitive to air, soluble in hot methanol, DMSO, insoluble in water. It is a stilbenoid chemically similar to resveratrol and from the leguminous plant Pterocarpus indicus.

안전 및 규제

GHS 분류

GHS Classification · 4건

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

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 · 3건

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

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山西玉宁生物科技有限公司13623677056
추가 설명 · 1건

정의ChEBI: 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, an antineoplastic agent, a neurotransmitter, a plant metabolite, an apoptosis inducer, a neuroprotective agent, an anti-inflammatory agent, a radical scavenger and a hypoglycemic agent. It is a stilbenol, a member of methoxybenzenes and a diether. It derives from a hydride of a trans-stilbene.

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5건

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