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
이름 더 보기
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
- 형식 전하
- 0
- 복잡도
- 63.3
실험 및 물리화학적 성질
Cosmetics
Cosmetic ingredients (Phloroglucinol) -> CIR (Cosmetic Ingredient Review)
Hair dyeing
LogP
0.16
0.16
Physical Description
White solid; Discolored by light; [Merck Index] White or cream colored powder; [MSDSonline] Crystallizes in anhydrous or dihydrate form; Sweet tasting crystals; [Ullmann]
Solid
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
- 저장 조건
- 30 °C · Store below +30°C.
- 용해도
- 디에틸 에테르, 에탄올 및 피리딘에 용해됩니다.
- 물리적 상태
- 결정성 분말
- 산도 계수 (pKa)
- 1 · pK1:8.45(0);pK2:8.88(-1) (25°C)
- 색상
- 흰색~밝은 베이지
- 수용성
- 11.17 g/L · 11.17g/L(상온)
- Merck
- 14 · 14,7328
- BRN
- 1341907 · 1341907
- 화장품 원료 기능
- 머리 염색
- InChI
- 1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
- InChIKey
- QCDYQQDYXPDABM-UHFFFAOYSA-N
- SMILES
- Oc1cc(O)cc(O)c1
- LogP
- 0.55 at · 0.55 at 25℃
- NIST
- 1 · 1,3,5-Benzenetriol(108-73-6)
- EPA
- 1 · 1,3,5-Benzenetriol (108-73-6)
화학적 성질
white to light yellow crystal
안전 및 규제
GHS 분류
GHS Classification
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
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
독성 정보
Toxicity Summary
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
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
- risk_code
- 11-36/37/38-34-43
- hazard_code
- F,Xi
- safety_code
- 7-16-24/25-45-36/37/39-26-36/37-37/39
- 기존화학 물질
- KE-02671
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
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
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]
응용 분야
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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite.
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