6-Hydroxy-2,5,7,8-tetramethylchroman-2-carbonsure

Trolox

HCID 40634CAS 53188-07-1
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Grundinformationen

Standard-SMILES
Cc1c(C)c2c(c(C)c1O)CCC(C)(C(=O)O)O2
InChIKey
GLEVLJDDWXEYCO-UHFFFAOYSA-N
Summenformel
C14H18O4
Durchschnittliche Molmasse
250,29 g/mol
Monoisotopische Masse
250,12050906

Überblick

Trolox is a chromanol that is 6-hydroxychromane which is substituted by a carboxy group at position 2 and by methyl groups at positions 2, 5, 7, and 8. A cell-permeable, water-soluble analogue of vitamin E, it is used as a standard for measuring the antioxidant capacity of complex mixtures. It has a role as a ferroptosis inhibitor, an antioxidant, a radical scavenger, a neuroprotective agent and a Wnt signalling inhibitor. It is a chromanol, a monocarboxylic acid and a member of phenols.

Namen und Bezeichner

Bevorzugter Name
Trolox
IUPAC
6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid
Lokaler Name
6-Hydroxy-2,5,7,8-tetramethylchroman-2-carbonsure
Englischer Name
Trolox
Summenformel
C14H18O4
Molmasse
250.29

Namen und Synonyme

trolox53188-07-16-Hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acidTROLOX C3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acidS18UL9710X6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromene-2-carboxylic acid6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acidCHEBI:82625DTXSID60866306(+--)-troloxRefChem:543360
Weitere Namen anzeigen
(+/-)-6-HYDROXY-2,5,7,8-TETRAMETHYLCHROMANE-2-CARBOXYLIC ACIDtroloxcTROLOX(R)trolox tm238813-1GTROLOXTM CTrolox(R),97%Trolox, 97% 1GRTrolox, 97% 5GR
DTXCID60220823(+--)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid2h-1-benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-, (+--)-258-422-86-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acidMFCD0000684656305-04-52H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-

Datenbank-Bezeichner

CAS
53188-07-1、56305-04-5
PubChem CID
40634
DTXSID
DTXSID60866306
ChEMBL
CHEMBL153
ChEBI
CHEBI:82625
UNII
S18UL9710X
EC Number
258-422-8
Nikkaji
J236.392E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,8
Polarare Oberfläche (TPSA)
66,8 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
1
Schwere Atome
18

Experimentelle und physikochemische Eigenschaften

Chemical ClassesAntioxidant
LogP2.61
Collision Cross Section149.97 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt
187 · 187-189 °C (lit.)
Siedepunkt
313.42 °C · 313.42°C (rough estimate)
Dichte
1.0616 · 1.0616 (rough estimate)
Brechungsindex
1.497 · 1.4970 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml). Also soluble in Water at alkalinepH.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (98.9%): 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 90 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (98.9%)

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29339900
RTECS-Nr.
DJ2273000
risk_code
36/37/38
hazard_code
Xi

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationNaturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Cellular LocationsMembrane

Verwendung und Herstellung

General Manufacturing Information2H-1-Benzopyran-2-carboxylic acid, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-: ACTIVE

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: A chromanol that is 6-hydroxychromane which is substituted by a carboxy group at position 2 and by methyl groups at positions 2, 5, 7, and 8. A cell-permeable, water-soluble analogue of vitamin E, it is used as a standard for measuring the antioxidant capa ity of complex mixtures.

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