Sulforhodamine 101 - 10mM in DMSO , CAS No.60311-02-6

CAS: 60311-02-6 Cat. No.: S425010 Molecular Weight: 606.709 Beilstein Registry Number: 3582548 EC Number: 262-159-4 PubChem CID: 122180

GRADE & PURITY 10mM in DMSO

Synonyms

EINECS 262-159-4 | F9995-0524 | SCHEMBL7745757 | 16-(4-sulfo-2-sulfonatophenyl)-3-oxa-9lambda5,23-diazaheptacyclo[17.7.1.1^{5,9}.0^{2,17}.0^{4,15}.0^{23,27}.0^{13,28}]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-9-ylium | AS-75140 | UNII-FX0ES3271V | 1H,

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Sulforhodamine 101 is a red emitting fluorophore with an extinction coefficient of 105000. Sulforhodamine 101 is ideally used to label astrocytes in the rodent neocortex which can be observed with two-photon microscopy. In addition, Sulforhodamine 101 is used to determine morphological characteristics of astrocytes and to observe the association of astrocytes with the cortical microvasculature. Furthermore, this fluorophore is used as an activity-dependent dye for monitoring regulated exocytosis. Alternate studies suggest that Sulforhodamine 101 can increase intrinsic neuronal excitability and long-lasting increases in evoked EPSCs in CA1 pyramidal neurons in hippocampal slices. Sulforhodamine 101 enhances evoked synaptic N-methyl D-aspartate receptor (NMDAR) currents which can be blocked by the antagonist, AP-5.
A red-emitting flurophore used to label astrocytes.

Specifications

Synonyms

EINECS 262-159-4 | F9995-0524 | SCHEMBL7745757 | 16-(4-sulfo-2-sulfonatophenyl)-3-oxa-9lambda5, 23-diazaheptacyclo[17.7.1.1^{5, 9}.0^{2, 17}.0^{4, 15}.0^{23, 27}.0^{13, 28}]octacosa-1(27), 2(17), 4, 9(28), 13, 15, 18-heptaen-9-ylium | AS-75140 | UNII-FX0ES3271V | 1H,

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Red fluorophore standard for neurological staining and enzyme assays. Used as polar tracers for the studies of neuronal cell morphology and cell-cell communications.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)S(=O)(=O)O)S(=O)(=O)[O-])CCC7
• IUPAC Name: 2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)-5-sulfobenzenesulfonate
• InChIKey: COIVODZMVVUETJ-UHFFFAOYSA-N
• INCHI: 1S/C31H30N2O7S2/c34-41(35,36)20-9-10-21(26(17-20)42(37,38)39)27-24-15-18-5-1-11-32-13-3-7-22(28(18)32)30(24)40-31-23-8-4-14-33-12-2-6-19(29(23)33)16-25(27)31/h9-10,15-17H,1-8,11-14H2,(H-,34,35,36,37,38,39)
• Isomeric SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)S(=O)(=O)O)S(=O)(=O)[O-])CCC7
• PubChem CID: 122180
• Molecular Weight: 606.709
• Beilstein: 3582548

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Benzenesulfonic acids and derivatives Hydroquinolines 1-sulfo,2-unsubstituted aromatic compounds Benzenesulfonyl compounds Dialkylarylamines Aralkylamines Heteroaromatic compounds Sulfonyls Organosulfonic acids Oxacyclic compounds Azacyclic compounds Organooxygen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Tetrahydroquinoline - Benzenesulfonate - Arylsulfonic acid or derivatives - Benzenesulfonyl group - 1-sulfo,2-unsubstituted aromatic compound - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Organosulfonic acid - Heteroaromatic compound - Tertiary amine - Oxacycle - Azacycle - Amine - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic zwitterion - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: organic heteroheptacyclic compound

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 606.700 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 606.149 Da
• Monoisotopic Mass: 606.149 Da
• Topological Polar Surface Area: 144.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 1450.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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