CAS 3326-32-7|FITC|FITC|FLUORESCEIN ISOTHIOCYANATE ISOMER I|Fluorescein-5-Isothiocyanate|3',6'-dihydroxy-5-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one|Fluorescein 5-isothiocyanate|Fluo...

General Information

Structure

Molecular Formula

C₂₁H₁₁NO₅S

Molecular Mass

389.38074

Exact Mass

389.03579346

Charge

0

InChI

InChI=1S/C21H11NO5S/c23-12-2-5-16-18(8-12)26-19-9-13(24)3-6-17(19)21(16)15-4-1-11(22-10-28)7-14(15)20(25)27-21/h1-9,23-24H

InChIKey

MHMNJMPURVTYEJ-UHFFFAOYSA-N

Canonic Smiles

S=C=Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O

Isomeric Smiles

Oc1cc2c(cc1)C1(OC(=O)c3c1ccc(c3)N=C=S)c1c(O2)cc(O)cc1

Calculated Properties

JChem

LogD (pH = 7.4)

4.88

LogD (pH = 5.5)

4.90

Log P

4.90

Rotatable Bonds

1

H Donor

2

H Acceptors

4

Lipinski's Rule of Five

true

Acid pKa

8.72

Polar Surface Area

88.35

Polarizability

38.61

Molar Refractivity

108.28

LOG S

-6.36

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

FITC fluorescein isothiocyanate

Synonyms

FITCFLUORESCEIN ISOTHIOCYANATE ISOMER IFluorescein-5-IsothiocyanateFluorescein 5-isothiocyanateFluorescein isothiocyanate isomer IFluorescein 5-Isothiocyanate, Isomer 1, 95% F5ITCFITC isomer 1FITC-I5-isothiocyanatofluoresceinfluorescein 5-isothiocyanate5-FITCfluorescein isothiocyanate isomer 1Fluoreszein-5-isothiocyanat2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)-5-isothiocyanatobenzoic acidfluorescein-5-isothiocyanate3',6'-dihydroxy-5-isothiocyanatospiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-oneFluorescein-5-isothiocyanat

IUPAC name

3',6'-dihydroxy-5-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one 3',6'-dihydroxy-5-isothiocyanato-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one

Names and Identifiers

Registration numbers

CAS Number

3326-32-7

EC Number

222-042-0

PubChem CID

18730

PubChem SID

1620885932489482324398216

MDL Number

MFCD00005063

Beilstein Number

1407295

PubMed Citation Links

2200976921451573273739982145625419768221213000192049257022718031256029401112244719709338195839622570372828972093236678432551585823426683

Patent number

EP1642588US2005080273US2006057068US2003229201US2008293705US2004214199US2006167224US2007224634WO2005101020US2002176895US2005096381US2007179288WO2005067644EP1607384US2006058508WO2005051905

BRENDA Database

7.2.2.195.6.1.87.2.2.64.1.1.193.4.22.B303.4.22.617.1.2.24.1.2.133.1.3.417.1.3.1

SureChEMBL Database

SCHEMBL71426

BRENDA Ligand Database

ACToR Database

CHEMBL

Reaxys Registry

IEDB Database

BKMS React Database

CHEBI ID

CompTox Database

Registration numbers

Properties

Physical Property

Melting Point

>360°C

>360 °C(lit.)

>255°C (dec.)

Absorption Wavelength

λmax 499 nm

Fluorescence

λex 492 nm; λem 518 nm (green)

λex 492 nm; λem 518 nm in 0.1 M phosphate pH 8.0

Apperance

Yellow to Light Orange solid

Solubility

DMSO

Methanol

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02100276

Isomer I Purity: 90% min.
Suitable for protein labelling.

Sigma Aldrich

F2502

Application
Reagent for the FITC labeling of proteins; Microsequencing of proteins and peptides (HPLC)
Fluorescent labeling reagent for proteins.1,2,3,4,5 Used in the fluorescent antibody technique for rapid identification of pathogens.6,7
Packaging
1 g in glass bottle
250 mg in glass bottle

46952

Application
Reagent for the FITC labeling of proteins; Microsequencing of proteins and peptides (HPLC)

TRC

F485700

Fluorescent labeling reagent for proteins. Used in the fluorescent antibody technique for rapid identification of pathogens.

ChEBI

CHEBI:37918

The 5-isomer of fluorescein isothiocyanate. Acts as a fluorescent probe capable of being conjugated to tissue and proteins; used as a label in fluorescent antibody staining procedures as well as protein- and amino acid-binding techniques.

Molecule Details

References

PubChem Literature

From Data Sources

• Mann, K.G. and Fish, W.W., Methods in Enz., 26, 28 (1958)

• Riggs, H.J.L., et al.: Amer. J. Pathol., 34, 1081 (1958)

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:102128