프로로글루신올

Phloroglucinol

HCID 359CAS 108-73-6

기본 정보

표준 SMILES
Oc1cc(O)cc(O)c1
InChIKey
QCDYQQDYXPDABM-UHFFFAOYSA-N
분자식
C6H6O3
평균 분자량
126.11 g/mol
단동위원소 질량
126.03169405

개요

Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite. It is a phenolic donor and a benzenetriol.

이름 및 식별자

우선 이름
Phloroglucinol
IUPAC
benzene-1,3,5-triol
현지명
프로로글루신올
영어명
Phloroglucinol
분자식
C6H6O3
분자량
126.11

이름 및 동의어

phloroglucinol108-73-6Benzene-1,3,5-triol1,3,5-benzenetriol1,3,5-trihydroxybenzenePhloroglucinPhloroglucineSpasfon-LyocDilospan Ssym-Trihydroxybenzenes-TrihydroxybenzeneBenzene, trihydroxy
이름 더 보기
프로로글루신올플로로글루시놀플로로글루신올1,3,5-트라이하이드록시벤젠3,5-DIHYDROXYPHENOLAnhydrous PhloroglucinolNero
FloroglucinFloroglucinolDHD7FFG6YSBenezene-1,3,5-triolNSC-1572DTXSID9048354CHEBI:16204RefChem:6129

데이터베이스 식별자

CAS
108-73-6
PubChem CID
359
DTXSID
DTXSID9048354
ChEMBL
CHEMBL473159
ChEBI
CHEBI:16204
UNII
DHD7FFG6YS
EC Number
203-611-2
Nikkaji
J2.866E

물성

구조 계산 물성

XLogP
0.2
극성 표면적
60.7 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
3
회전 가능 결합 수
0
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Phenols
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics · 2건

Cosmetic ingredients (Phloroglucinol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 2건

0.16

0.16

Solubility10.6 mg/mL at 20 °C

물리화학적 성질

녹는점
215 · 215-220 °C
끓는 점
194.21 °C · 194.21°C (rough estimate)
밀도
0.801 g/mL · 0.801 g/mL at 20 °C
증기압
0.001 Pa · 0.001Pa at 25℃
굴절률
20 · n20/D 1.365
인화점
14 °C · 14 °C

화학적 성질

white to light yellow crystal

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 1.9% (2 of 108) of reports.

Warning

H315 (81.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 108 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: 1,3,5-Benzenetriol

Status: Active Update: 25-08-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/23677

Phloroglucinol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3,5-Benzenetriol: Environment tier I assessment
Hazards SummaryA skin and eye irritant; [eChemPortal: ERMA] An irritant; [MSDSonline] Oral LD50 (mouse) = 4550 mg/kg; [Ullmann]
Hazard Classes and CategoriesSkin Irrit. 2 (81.5%)

독성 정보

Toxicity Summary · 2건

On the basis of the available data, the CIR Panel cannot conclude that Phloroglucinol is safe for use in cosmetic products until the appropriate safety data have been obtained and evaluated.

Ingredients for which the data are insufficient and their use in cosmetics is not supported

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Phloroglucinol

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
SY1050000
ridadr
UN 1170 3/PG 2
독성
LD50 in mice, rats (g/kg): 4.7, 4.0 i.g. (Cahen)
HS 번호
29072900

화학 및 산업

약리 정보

ATC Code · 2건

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Metabolism/MetabolitesPhloroglucinol is a known human metabolite of Epicatechin and 2-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one.
MeSH Pharmacological Classification · 1건

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

용도 및 제조

Uses · 3건

CIR ingredient: Phloroglucinol

Used to decalcify bones, to make pharmaceuticals and dyes, to preserve cut flowers, and to dye and print textiles; [Hawley] Used in diazo-type printing, cosmetics (antioxidant), hair colorants, chemical reagents, cloud seeding, tree and shrub rooting, and pharmaceuticals (antispasmodic); [Merck Index] Isolated from bark of fruit trees in 1855; [Ullmann]

Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

Use ClassificationCosmetics -> Hair dyeing
General Manufacturing Information1,3,5-Benzenetriol: ACTIVE
응용 분야 · 3건

개요Phloroglucinol is a naturally occurring phenol that exhibits diverse biological activities. Phloroglucinol protects V79-4 Chinese hamster lung fibroblast cells from oxidative stress and inhibits lipid peroxidation by scavenging reactive oxygen species (ROS). It induces apoptosis in HT-29 human colon cancer cells and inhibits metastasis of BT549 and MDA-MB-231 human breast cancer cells. Phloroglucinol protects primary neurons from β-amyloid-induced dendritic spine loss in vitro and shortens the latency to find the platform in a Morris water maze test in an Alzheimer’s disease (AD) mouse model. Phloroglucinol has been used to stain histological plant sections and in the synthesis of numerous natural products. Phloroglucinol slows the frequency and decreases the amplitude of contraction in isolated rabbit and rat intestine at a concentration of 100 and 1 μM, respectively. Formulations containing phloroglucinol have been used as antispasmodics.

용도Phloroglucinol is mainly used as a coupling agent in printing. It is an active component of Tollen's reagent and Gunzburg reagent used to test pentoses and hydrochloric acid in gastric juice respectively. In analytical chemistry, it is used to study condensed tannins by means of depolymerization. It is also involved in the synthesis of 2,4,6-triamino-1,3,5- trinitrobenzene, trinitrophloroglucinol and pharmaceuticals like flopropione.

일반 설명Phloroglucinol is a trihydroxybenzene with antithrombotic, profibrinolytic, antimicrobial, antimalarial, cancer chemopreventive, anti-HIV and anti-leishmanial activities. Phloroglucinol (PG) is a biosynthetic precursor of the 2,4-diacetylphloroglucinol (DAPG) an antibiotic against soil-borne diseases. Phloroglucinol is a useful intermediate because it is polyfunctional.

공급사50 곳

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
张家港博迈化学有限公司15601563028
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

추가 설명

정의ChEBI: Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite.

관련 반응

99건

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