3,4-디히드록시벤즈알데히드

3,4-Dihydroxybenzaldehyde

HCID 8768CAS 139-85-5

기본 정보

표준 SMILES
O=Cc1ccc(O)c(O)c1
InChIKey
IBGBGRVKPALMCQ-UHFFFAOYSA-N
분자식
C7H6O3
평균 분자량
138.12 g/mol
단동위원소 질량
138.03169405

개요

3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde.

이름 및 식별자

우선 이름
3,4-Dihydroxybenzaldehyde
IUPAC
3,4-dihydroxybenzaldehyde
현지명
3,4-디히드록시벤즈알데히드
영어명
Protocatechualdehyde
분자식
C7H6O3
분자량
138.12

이름 및 동의어

3,4-DihydroxybenzaldehydeProtocatechualdehyde139-85-5PROTOCATECHUIC ALDEHYDERancinamycin IV4-Formyl-1,2-dihydroxybenzene3,4-Dihydroxybenzenecarbonal4PVP2HCH4TDTXSID4074512CHEBI:50205NSC-22961GM-W03
이름 더 보기
3,4-다이하이드록시벤즈알데하이드3,4-디히드록시벤즈알데히드프로토카테쿠익알데하이드3,4-Dihydroxybenzyl aldehydeNc 033NSC 22961AURORA 17180PROTOPINE(RG)rancinamyciniv
RefChem:45419DTXCID1034507O HUI WHITE EXTREME CELLIGHT205-377-7Benzaldehyde, 3,4-dihydroxy-catechaldehyde3,4-dihydroxy-benzaldehydeMFCD00003370

데이터베이스 식별자

CAS
139-85-5
PubChem CID
8768
DTXSID
DTXSID4074512
ChEMBL
CHEMBL222021
ChEBI
CHEBI:50205
UNII
4PVP2HCH4T
EC Number
205-377-7
Nikkaji
J5.647B、J822.910D

물성

구조 계산 물성

XLogP
1.3
극성 표면적
57.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
10

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Benzaldehydes
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.82
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure0.000116 [mmHg]

물리화학적 성질

녹는점
150 · 150-157 °C(lit.)
끓는 점
213.5 °C · 213.5°C (rough estimate)
밀도
1.2667 · 1.2667 (rough estimate)
굴절률
1.46 · 1.4600 (estimate)
저장 조건
30 °C · Store below +30°C.
용해도
6.3 g/L · 6.3g/L
화학적 성질 · 1건

Protocatechualdehyde is a phenolic aldehyde crystalline compound with the molecular formula C7H6O3. The compound is released from cork stoppers into wine. protocatechualdehyde can be found in barley, grapevine, green Cavendish, and root of herb S. miltiorrhiza. The compound contains pro-apoptotic and antiproliferative properties against human breast cancer cells as well as colorectal cancer cells by reducing the expression of cyclin D1 and β-catenin.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 62.7% (89 of 142) of all reports.

Warning

H315 (34.5%): 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 142 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Benzaldehyde, 3,4-dihydroxy-

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

Status: Active Update: 13-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34350

3,4-Dihydroxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses convulsions and respiratory stimulation in intraperitoneal lethal-dose studies of mice (LD50 = 205 mg/kg); [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (34.5%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

안전 데이터

wgk
3
rtecs
UL0380000
HS 번호
29124900
risk_code
36/37/38-22
hazard_code
Xi
safety_code
26-36-37/39

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationAgents that prevent BLOOD CLOTTING.

용도 및 제조

UsesPresent in wheat grains and other plants; [ChemIDplus]
응용 분야 · 4건

개요Protocatechualdehyde is extracted from roots of the common traditional Chinese medicine Salvia miltiorrhiza Bge, which was harvested in autumn for better quality. Take root and remove stems, leaves and fibrous roots, then dry it. Most of them are wide, and they are mainly cultivated in recent years. South Salvia and Gansu Salvia are also widely used. Besides, there are a variety of sibling plant roots used as Salvia miltiorrhiza in Yunnan. Now, the existence of protocatechualdehyde has been found in variety of herbs, for example, in the leaf of Stenoloma Chusanum (L.) Ching and Ilex chinensis Sims.

역사In the 1940s, the research was conducted overseas to obtain protocatechualdehyde form herbs. In 1972, the chemical group of Chinese herbal medicine in Nanjing College of Pharmacy systematically studied chemical composition in purple flower holly leaf and separated six monomers including protocatechualdehyde. Then they compared the effect of protocatechualdehyde, Salvia miltiorrhiza injection and hairy holly root injection, in which protocatechualdehyde is the most effective in increasing coronary sinus flow. Further experiments examined that protocatechualdehyde can increase coronary flow and improve coronary circulation, so it was called after perhexiline. Further clinical observation indicated that protocatechualdehyde has effect on coronary heart disease. The graduates of Nanjing College of Pharmacy in 1975 extracted, separated, isolated, and identified protocatechualdehyde in Salviamiltiorrhiza during the internship in Nanjing Municipal Hospital and studied its distribution, excretion, and toxicity in animals for clinical rational drug usage

용도3,4-Dihydroxybenzaldehyde is used in as an apoptosis inducer of human leukemia cells.

일반 설명3,4-Dihydroxybenzaldehyde has been recognized as one of the antifungal compound extracted from the outer skin of green Cavendish bananas. It can be synthesized from catechol via Fries rearrangement.

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [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]
南京一化生物科技有限公司13429882898; 13429882898

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