7-Hydroxycumarin

Umbelliferone

HCID 5281426CAS 93-35-6
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Grundinformationen

Standard-SMILES
O=c1ccc2ccc(O)cc2o1
InChIKey
ORHBXUUXSCNDEV-UHFFFAOYSA-N
Summenformel
C9H6O3
Durchschnittliche Molmasse
162,14 g/mol
Monoisotopische Masse
162,03169405

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
Umbelliferone
IUPAC
7-hydroxychromen-2-one
Lokaler Name
7-Hydroxycumarin
Englischer Name
7-Hydroxycoumarin
Summenformel
C9H6O3
Molmasse
162.14

Namen und Synonyme

Umbelliferone7-hydroxycoumarin93-35-67-Hydroxy-2H-chromen-2-oneSkimmetinHydranginSkimmetineHydrangineUmbelliferon2H-1-Benzopyran-2-one, 7-hydroxy-7-hydroxychromen-2-one60Z60NTL4G
Weitere Namen anzeigen
Z-LIGUSTILIDEDichrin A7-Hydroxy-2H-benzopyran-2-oneLIGUSTILIDE, Z-7 HC
DTXSID5052626NSC-19790CHEBI:27510RefChem:6336DTXCID9031199202-240-37-hydroxycoumarine7-Oxycoumarin

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,6
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
12

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

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 · 2 Einträge

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

Solid

Collision Cross Section · 4 Einträge

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

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

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

153.5 Ų [M+Na]+

Physikochemische Eigenschaften

Schmelzpunkt
230 °C · 230 °C (dec.)(lit.)
Siedepunkt
248.82 °C · 248.82°C (rough estimate)
Dichte
1.2599 · 1.2599 (rough estimate)
Brechungsindex
1.538 · 1.5380 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
dioxane: soluble

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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%)

Sicherheitsdaten

wgk
3
hs_code
29322980
RTECS-Nr.
GN6820000
risk_code
36/37/38
Toxizität
LD50 intravenous in mouse: 450mg/kg
hazard_code
Xi

Chemie und Industrie

Pharmakologische Informationen

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

Verwendung und Herstellung

Uses · 2 Einträge

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

Anwendungen

Verwenden7-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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter50 Anbieter

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]

Ergänzende Hinweise

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

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