Acetosyringone (HCID 17198)

개요

Acetosyringone is a member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, a peripheral nervous system drug, an anti-asthmatic drug and a plant metabolite. It is a member of acetophenones, a member of phenols and a dimethoxybenzene.

이름 및 식별자

우선 이름: Acetosyringone
IUPAC: 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone
영어명: Acetosyringone
분자식: C10H12O4
분자량: 196.2

이름 및 동의어

Acetosyringone2478-38-81-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONEAcetosyringenin1-(4-hydroxy-3,5-dimethoxyphenyl)ethan-1-one866P45Y84SCHEBI:2404DTXSID2062454RefChem:552431DTXCID1037147219-610-5

이름 더 보기

Syringylethanone4-acetylsyringol5'SYRINGACETONE

3',5'-Dimethoxy-4'-hydroxyacetophenoneEthanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-Acetosyringon3,5-Dimethoxy-4-hydroxyacetophenoneMFCD00008748Acetophenone, 4'-hydroxy-3',5'-dimethoxy-4-hydroxy-3,5-dimethoxyacetophenone4-Hydroksy-3',5'-dwumetoksyacetofenon

데이터베이스 식별자

CAS: 2478-38-8
PubChem CID: 17198
DTXSID: DTXSID2062454
ChEMBL: CHEMBL224146
ChEBI: CHEBI:2404
UNII: 866P45Y84S
EC Number: 219-610-5
Nikkaji: J55.026D

물성

구조 계산 물성

XLogP: 0.2
극성 표면적: 55.8 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 4
회전 가능 결합 수: 3
무거운 원자 수: 14
형식 전하: 0
복잡도: 190

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts

Flavoring AgentsEU Flavoring substances

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionWhite to brown solid; [Sigma-Aldrich MSDS]

Collision Cross Section138.14 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점: 124 · 124-127 °C(lit.)
끓는 점: 293.08 °C · 293.08°C (rough estimate)
밀도: 1.2166 · 1.2166 (rough estimate)
굴절률: 1.543 · 1.5430 (estimate)
저장 조건: Inert atmosphere,Room Temperature
용해도: 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: 결정성 분말
산도 계수 (pKa): 8.19 · 8.19±0.23(Predicted)
색상: 베이지부터 연한 브라운까지
냄새: 100 % · 100.00%. 냄새 없는
수용성: 녹는
BRN: 1966119 · 1966119
Henry's Law Constant: 5 · 5.0×105 mol/(m3Pa) at 25℃, McFall et al. (2020)
InChI: 1S/C10H12O4/c1-6(11)7-4-8(13-2)10(12)9(5-7)14-3/h4-5,12H,1-3H3
InChIKey: OJOBTAOGJIWAGB-UHFFFAOYSA-N
SMILES: COc1cc(cc(OC)c1O)C(C)=O
LogP: 1.699 · 1.699 (est)
NIST: 1 · Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-(2478-38-8)
EPA: Acetosyringone (2478-38-8)

화학적 성질

beige to light brown crystalline powder

안전 및 규제

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummarySafe when used as a flavoring agent in food; [EFSA] A skin and strong eye irritant; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk: 2
rtecs: AM8440000
HS 번호: 29145090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
F 고인화성물질: 10
위험 참고 사항: Irritant
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Drugs that are used to treat asthma.

용도 및 제조

UsesA flavoring agent that naturally occurs in pork and sherry; [EFSA]

응용 분야 · 2건

개요Acetosyringone is a phenol secreted by wounded plant tissues. It induces expression of virulence A genes and chemotaxis in A. tumefaciens strains that contain a tumor-inducing plasmid used to transfer genetic information to plant cells. Acetosyringone is widely used to increase efficacy of genetic transformation for the creation of genetically modified dicotyledonous and monocotyledonous plants.

용도A buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro.

제조 방법

Preparation by adding a solution of 4-hydroxy-3- iodo-5-methoxyacetophenone and cupric chloride in DMF to a solution of sodium methoxide in methanol and heating between 105° and 120° (86%).

상·하류 제품 정보

상류 원료

공급사50 곳

杭州创引化工科技有限公司0571-87086220 13516718938 · [email protected]

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]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

추가 설명

정의ChEBI: A member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.

연결된 노트

불러오는 중…

Acetosyringone

기본 정보

개요