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3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium

PubChem CID
2723801
Structure
3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium_small.png
3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium_3D_Structure.png
Molecular Formula
Synonyms
  • 7006-08-8
  • 3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium
  • SCHEMBL114128
  • 3,7-dimethyl-10-phenylphenazin-10-ium-2,8-diamine
  • CHEMBL355194
Molecular Weight
315.4 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
  • Create:
    2005-07-19
  • Modify:
    2025-01-11
Description
3,7-diamino-2,8-dimethyl-5-phenylphenazin-5-ium is an organic cation that is 5-phenylphenazin-5-ium substituted by methyl groups at positions 2 and 8, and by amino groups at positions 3 and 7. The chloride salt is the histological dye 'safranin O'. It has a role as a fluorochrome and a histological dye. It is a member of phenazines and an organic cation.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium.png

1.2 3D Conformer

1.3 Crystal Structures

COD records with this CID as component

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

3,7-dimethyl-10-phenylphenazin-10-ium-2,8-diamine
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)

2.1.2 InChI

InChI=1S/C20H18N4/c1-12-8-17-19(10-15(12)21)24(14-6-4-3-5-7-14)20-11-16(22)13(2)9-18(20)23-17/h3-11H,1-2H3,(H3,21,22)/p+1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)

2.1.3 InChIKey

WULISCVZERSMML-UHFFFAOYSA-O
Computed by InChI 1.07.0 (PubChem release 2024.11.20)

2.1.4 SMILES

CC1=CC2=C(C=C1N)[N+](=C3C=C(C(=CC3=N2)C)N)C4=CC=CC=C4
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C20H19N4+
Computed by PubChem 2.2 (PubChem release 2024.11.20)

2.3 Other Identifiers

2.3.1 CAS

7006-08-8

2.3.2 ChEBI ID

2.3.3 ChEMBL ID

2.3.4 DSSTox Substance ID

2.3.5 Nikkaji Number

2.3.6 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
315.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
3.8
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
315.160971623 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
315.160971623 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
68.8 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
1
Reference
Computed by PubChem
Property Name
Complexity
Property Value
405
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

4 Spectral Information

4.1 Mass Spectrometry

4.1.1 LC-MS

1 of 15
View All
Authors
Heinz T, Institute of Plant Biochemistry, Halle, Germany
Instrument
micrOTOF-Q
Instrument Type
LC-ESI-QTOF
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
10 eV
Precursor Adduct
[M]+
Top 5 Peaks

315.156 999

316.159 174

317.16 1

315.585 0

Thumbnail
Thumbnail
License
CC BY-SA
2 of 15
View All
Authors
Heinz T, Institute of Plant Biochemistry, Halle, Germany
Instrument
micrOTOF-Q
Instrument Type
LC-ESI-QTOF
MS Level
MS2
Ionization Mode
POSITIVE
Ionization
ESI
Collision Energy
15 eV
Precursor Adduct
[M]+
Top 5 Peaks

315.157 999

316.159 168

317.162 1

299.127 0

314.952 0

Thumbnail
Thumbnail
License
CC BY-SA

4.1.2 Other MS

1 of 3
View All
MoNA ID
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor m/z
315.39
Instrument
TQD, Waters
Instrument Type
Flow-injection QqQ/MS
Ionization
ESI
Ionization Mode
positive
Collision Energy
40
Top 5 Peaks

315 100

314 39.77

313 10.23

312 3.61

Thumbnail
Thumbnail
2 of 3
View All
MoNA ID
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor m/z
315.39
Instrument
TQD, Waters
Instrument Type
Flow-injection QqQ/MS
Ionization
ESI
Ionization Mode
positive
Collision Energy
50
Top 5 Peaks

315 100

314 55.37

238 18.79

313 14.77

316 13.22

Thumbnail
Thumbnail

6 Chemical Vendors

7 Safety and Hazards

7.1 Regulatory Information

The Australian Inventory of Industrial Chemicals
Chemical: Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-

7.2 Other Safety Information

Chemical Assessment

IMAP assessments - Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-: Human health tier I assessment

IMAP assessments - Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-: Environment tier I assessment

8 Literature

8.1 Consolidated References

8.2 Thieme References

9 Patents

9.1 Depositor-Supplied Patent Identifiers

9.2 WIPO PATENTSCOPE

9.3 Chemical Co-Occurrences in Patents

9.4 Chemical-Disease Co-Occurrences in Patents

10 Biological Test Results

10.1 BioAssay Results

11 Classification

11.1 ChEBI Ontology

11.2 ChEMBL Target Tree

11.3 EPA DSSTox Classification

11.4 MolGenie Organic Chemistry Ontology

12 Information Sources

  1. Australian Industrial Chemicals Introduction Scheme (AICIS)
    Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-
    https://services.industrialchemicals.gov.au/search-assessments/
    Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-
    https://services.industrialchemicals.gov.au/search-inventory/
  2. EPA DSSTox
    3,7-dimethyl-10-phenylphenazin-10-ium-2,8-diamine
    https://comptox.epa.gov/dashboard/DTXSID40369103
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  3. ChEBI
    3,7-diamino-2,8-dimethyl-5-phenylphenazin-5-ium
    https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:197448
  4. ChEMBL
    LICENSE
    Access to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).
    http://www.ebi.ac.uk/Information/termsofuse.html
  5. Crystallography Open Database (COD)
    LICENSE
    All data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.
    https://creativecommons.org/publicdomain/zero/1.0/
  6. Japan Chemical Substance Dictionary (Nikkaji)
  7. MassBank Europe
  8. MassBank of North America (MoNA)
    LICENSE
    The content of the MoNA database is licensed under CC BY 4.0.
    https://mona.fiehnlab.ucdavis.edu/documentation/license
  9. Thieme Chemistry
    LICENSE
    The Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.
    https://creativecommons.org/licenses/by-nc-nd/4.0/
  10. Wikidata
    3,7-dimethyl-10-phenylphenazin-10-ium-2,8-diamine
    https://www.wikidata.org/wiki/Q63395696
  11. PubChem
  12. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
  13. PATENTSCOPE (WIPO)
CONTENTS