2',7'-DICHLOROFLUORESCEIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H10Cl2O5
Molecular Weight	401.196
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC2=C(C=C1Cl)C3(OC(=O)C4=CC=CC=C34)C5=CC(Cl)=C(O)C=C5O2

InChI

InChIKey=VFNKZQNIXUFLBC-UHFFFAOYSA-N

InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H

HIDE SMILES / InChI

Molecular Formula	C20H10Cl2O5
Molecular Weight	401.196
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Hypoxic constriction and reactive oxygen species in porcine distal pulmonary arteries.	2003-08	12665465
Method to overcome photoreaction, a serious drawback to the use of dichlorofluorescin in evaluation of reactive oxygen species.	2003-05-16	12727198
Cloning and functional study of a novel human metallothionein-I isoform induced by paraquat.	2003-05-02	12711304
Effect of green tea extract on cardiac hypertrophy following 5/6 nephrectomy in the rat.	2003-05	12675854
A photochemical study of cells loaded with 2',7'-dichlorofluorescin: implications for the detection of reactive oxygen species generated during UVA irradiation.	2003-04-15	12684087
C-reactive protein upregulates angiotensin type 1 receptors in vascular smooth muscle.	2003-04-08	12665485
Glutamine preserves cardiomyocyte viability and enhances recovery of contractile function after ischemia-reperfusion injury.	2003-04-01	12665167
Four simple procedures for the assay of methdilazine in bulk drug and in tablets and syrup using potassium iodate.	2003-04	12727537
Effect of polyoxidonium on the phagocytic activity of human peripheral blood leukocytes.	2003-04	12717555
Iron toxicity in organotypic cultures of hippocampal slices: role of reactive oxygen species.	2003-04	12675926
Antioxidant activity of different dihydropyridines.	2003-03-21	12646222
Fatty acid release and oxidation are factors in lipoxygenase inhibitor-induced apoptosis.	2003-03-03	12565196
Identification of the hydroxyl radical and other reactive oxygen species in human neutrophil granulocytes exposed to a fragment of the amyloid beta peptide.	2003-03	12688422
Nickel-induced oxidative stress and effect of antioxidants in human lymphocytes.	2003-03	12632251
Down-regulation of Rac-1 GTPase by Estrogen.	2003-02-21	12493759
Enhancement of diethylstilbestrol induced cytotoxicity by bcl-2 antisense oligodeoxynucleotides and a glutathione depletor for prostate cancer.	2003-02	12544353
Pharmacokinetics of 5 (and 6)-carboxy-2',7'-dichlorofluorescein and its diacetate promoiety in the liver.	2003-02	12538836
Phagocytosis of titanium particles and necrosis in TNF-alpha-resistant mouse sarcoma L929 cells.	2003-02	12537961
Altered production of nitric oxide and reactive oxygen species in rat nodose ganglion neurons during acute hypoxia.	2003-01-24	12535770
Methylglyoxal-bovine serum albumin stimulates tumor necrosis factor alpha secretion in RAW 264.7 cells through activation of mitogen-activating protein kinase, nuclear factor kappaB and intracellular reactive oxygen species formation.	2003-01-15	12504894
Oxidative stress-induced iron signaling is responsible for peroxide-dependent oxidation of dichlorodihydrofluorescein in endothelial cells: role of transferrin receptor-dependent iron uptake in apoptosis.	2003-01-10	12522121
Effects of aqueous extracts of Halimeda incrassata (Ellis) Lamouroux and Bryothamnion triquetrum (S.G.Gmelim) Howe on hydrogen peroxide and methyl mercury-induced oxidative stress in GT1-7 mouse hypothalamic immortalized cells.	2003-01	12622462
2,3,7,8-tetrachlorobenzo-p-dioxin inhibits proliferation of SK-N-SH human neuronal cells through decreased production of reactive oxygen species.	2002-12	12607819
Relationship between lipophilicity of C6-10 hydrocarbon solvents and their ROS-inducing potency in rat cerebellar granule cells.	2002-12	12520760
3,4-Dihydroxymandelic acid, a noradrenalin metabolite with powerful antioxidative potential.	2002-10-09	12358456
Photosensitized oxidation of 2',7'-dichlorofluorescin: singlet oxygen does not contribute to the formation of fluorescent oxidation product 2',7'-dichlorofluorescein.	2002-10-01	12361804
Captopril and quinapril reduce reactive oxygen species.	2002-10	12406020
Resveratrol affects in a different way primary versus fixed DNA damage induced by H(2)O(2) in mammalian cells in vitro.	2002-09-05	12243858
Reactive oxygen species production by the mitochondrial respiratory chain in isolated rat hepatocytes and liver mitochondria: studies using myxothiazol.	2002-09-01	12176058
Apoptotic response to photodynamic therapy versus the Bcl-2 antagonist HA14-1.	2002-09	12403453
Aniracetam attenuates apoptosis of astrocytes subjected to simulated ischemia in vitro.	2002-09	12387365
Reactive oxygen species in the elongation zone of maize leaves are necessary for leaf extension.	2002-08	12177475
Modulation of heat-induced cell death in PC-3 prostate cancer cells by the antioxidant inhibitor diethyldithiocarbamate.	2002-08	12133072
Withdrawal of 3-hydroxy-3-methylglutaryl coenzyme A reductase inhibitors elicits oxidative stress and induces endothelial dysfunction in mice.	2002-07-26	12142351
Reactive species mediated injury of human lung epithelial cells after hypoxia-reoxygenation.	2002-07-05	12097231
Effects of manganese on oxidative stress in CATH.a cells.	2002-07	12224756
ERK activation and nuclear translocation in amyloid-beta peptide- and iron-stressed neuronal cell cultures.	2002-07	12153530
Inhibition of inducible nitric-oxide synthase expression by silymarin in lipopolysaccharide-stimulated macrophages.	2002-07	12065710
Mitochondrial K(ATP) channel openers activate the ERK kinase by an oxidant-dependent mechanism.	2002-07	12055096
Elevation of brain glutathione by gamma-glutamylcysteine ethyl ester protects against peroxynitrite-induced oxidative stress.	2002-06-15	12111838
Silica-induced generation of extracellular factor(s) increases reactive oxygen species in human bronchial epithelial cells.	2002-06	12011487
Indirect detection of photosensitizer ex vivo.	2002-05	12007464
Phosphoinositide 3-OH kinase/protein kinase B inhibits apoptotic cell death induced by reactive oxygen species in Saccharomyces cerevisiae.	2002-05	11983076
Role of mitochondrial oxidant generation in endothelial cell responses to hypoxia.	2002-04-01	11950692
Cellular oxidant stress and advanced glycation endproducts of albumin: caveats of the dichlorofluorescein assay.	2002-04-01	11913966
NF-kappa B binding activity and cyclooxygenase-2 expression in persistent CCl(4)-treated rat liver injury.	2002-04	11961302
Lead induced DNA strand breaks in lymphocytes of exposed workers: role of reactive oxygen species and protein kinase C.	2002-03-25	11909764
Antioxidant and photoprotective activity of a lipophilic extract containing neolignans from Krameria triandra roots.	2002-03	11914952
Alterations in cellular Ca(2+) and free iron pool by sulfur amino acid deprivation: the role of ferritin light chain down-regulation in prooxidant production.	2002-02-15	11992632
Roles of reactive oxygen species in monocyte activation induced by photochemical reactions during photodynamic therapy.	2002	12735428

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:20:37 GMT 2025` Edited by `admin` on `Mon Mar 31 21:20:37 GMT 2025`
Record UNII	56NQM5UZT1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

D AND C ORANGE 25

Preferred Name

English

2',7'-DICHLOROFLUORESCEIN

Common Name

English

FLUORESCEIN 548

Code

English

FLUORESCEIN 27

Code

English

D AND C ORANGE-25

Code

English

2',7'-DICHLOROFLUORESCEIN [MI]

Common Name

English

DICHLOROFLUORESCEIN

Common Name

English

FLUORESCEIN-548

Code

English

FLUORESCEIN-27

Code

English

2',7'-DICHLORO-3,6-FLUORANDIOL

Common Name

English

2',7'-DICHLORO-3',6'-DIHYDROXYSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN)-3-ONE

Systematic Name

English

Code System Code Type Description

CHEBI

51596