Umbelliferone (HCID 5281426)

개요

Umbelliferone is a hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. It has a role as a fluorescent probe, a plant metabolite and a food component.

이름 및 식별자

우선 이름: Umbelliferone
IUPAC: 7-hydroxychromen-2-one
현지명: 7-하이드록시쿠마린
영어명: 7-Hydroxycoumarin
분자식: C9H6O3
분자량: 162.14

이름 및 동의어

Umbelliferone7-hydroxycoumarin93-35-67-Hydroxy-2H-chromen-2-oneSkimmetinHydranginSkimmetineHydrangineUmbelliferon2H-1-Benzopyran-2-one, 7-hydroxy-7-hydroxychromen-2-one60Z60NTL4G

이름 더 보기

7-하이드록시쿠마린Z-LIGUSTILIDEDichrin A7-Hydroxy-2H-benzopyran-2-oneLIGUSTILIDE, Z-7 HC

DTXSID5052626NSC-19790CHEBI:27510RefChem:6336DTXCID9031199202-240-37-hydroxycoumarine7-Oxycoumarin

데이터베이스 식별자

CAS: 93-35-6
PubChem CID: 5281426
DTXSID: DTXSID5052626
ChEMBL: CHEMBL51628
ChEBI: CHEBI:27510
UNII: 60Z60NTL4G
EC Number: 202-240-3
Nikkaji: J1.764.002J、J4.673F

물성

구조 계산 물성

XLogP: 1.6
극성 표면적: 46.5 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 3
회전 가능 결합 수: 0
무거운 원자 수: 12
형식 전하: 0
복잡도: 222

실험 및 물리화학적 성질

Chemical Classes · 2건

Dyes -> Coumarin Dyes

UV filter

SpringerMaterials PropertiesDiamagnetic susceptibility

Melting Point230 - 232 °C

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physical Description · 2건

Solid; [Merck Index] White or pale yellow powder; [Alfa Aesar MSDS]

Solid

Collision Cross Section · 4건

127.4 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID5052626]

125.74 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

130.56 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

153.5 Å² [M+Na]+

물리화학적 성질

녹는점: 230 °C · 230 °C (dec.)(lit.)
끓는 점: 248.82 °C · 248.82°C (rough estimate)
밀도: 1.2599 · 1.2599 (rough estimate)
굴절률: 1.538 · 1.5380 (estimate)
저장 조건: 2 · 2-8°C
용해도: 디옥산: 가용성
물리적 상태: 분말 또는 블록
산도 계수 (pKa): 7.11 · 7.11(at 25℃)
색상: 황백색에서 베이지색 갈색까지
냄새: 가열하면 쿠마린 냄새가 난다
수용성: 1 g/100mL · 1g/100mL(100℃)
Merck: 14 · 14,9847
BRN: 127683 · 127683
주요 응용: 형광증백제, 항진균제, 화장품, 항트리파노소마증, 항레슈마니아 활성, 항진균, 항균, 항염, 항HIV, 미생물 검출, 신경전달 장애 치료, 알츠하이머병, 혈관 및 림프부종, 암, 뇌졸중 조기 진단, 치과 재료, 약물 코팅 관상동맥 스텐트 시스템
화장품 원료 기능: 항산화제보습제피부 컨디셔닝 - 보습제
InChI: 1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H
InChIKey: ORHBXUUXSCNDEV-UHFFFAOYSA-N
SMILES: Oc1ccc2C=CC(=O)Oc2c1
LogP: 1.58 · 1.580 (est)
NIST: 7 · 7-Hydroxycoumarin(93-35-6)
EPA: Umbelliferone (93-35-6)

화학적 성질

Light Brownish Powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 1.2% (2 of 166) of reports.

Warning

H315 (98.8%): 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 166 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Chemical: 2H-1-Benzopyran-2-one, 7-hydroxy-

2H-1-Benzopyran-2-one, 7-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses liver effects, effects on plasma proteins, hypoglycemia, and changes in clotting factors in 45-day intermittent intraperitoneal studies of rats; [RTECS] An irritant; [Alfa Aesar MSDS] See Coumarin.

Hazard Classes and CategoriesSkin Irrit. 2 (98.8%)

안전 데이터

wgk: 3
rtecs: GN6820000
독성: LD50 intravenous in mouse: 450mg/kg
HS 번호: 29322980
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/Metabolites7-Hydroxycoumarin is a known human metabolite of 7-methoxycoumarin, coumarin, and 7-ethoxycoumarin.

Cellular LocationsCytoplasm

용도 및 제조

Uses · 2건

Found in many plants; Used in sunscreens, as intracellular and pH sensitive fluorescent indicator, and blood-brain barrier probe; [Merck Index] Active metabolite of coumarin. [ChemIDplus]

Synthetic Polymer MALDI Matrix Compounds

응용 분야

용도7-Hydroxycoumarin is used as an intracellular pH sensitive fluorescent indicator & bloodbrain barrier probe. It is used as a sunscreen agent, and an optical brightener for textiles. It has also been used as a gain medium for dye lasers.

일반 설명Umbelliferone is a naturally occurring coumarin, present in a variety of medicinal plants from the Apiaceae (Umbelliferae) family and also in plants from other families such as mouse-ear hawkweed.

상·하류 제품 정보

상류 원료

2,4-Dihydroxyacetophenone

하류 제품

[(2-OXO-2H-CHROMEN-7-YL)OXY]ACETIC ACID 8-ACETYL-6-HYDROXY-7-METHOXY-CHROMEN-2-ONE 7-아세톡시쿠마린 CHEMBRDG-BB 6088138 FRAXIDIN 7-Methoxycoumarin 7-Ethoxycoumarin 7,8-Dihydroxycoumarin 2-(2-OXO-2H-CHROMEN-7-YLOXY)-PROPIONIC ACID 8-ACETYL-7-HYDROXYCOUMARIN 8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one 8-아세틸-7-메톡시쿠마린

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]

上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]

추가 설명

정의ChEBI: A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.

연결된 노트

불러오는 중…

7-하이드록시쿠마린

기본 정보

개요