dilithium(1+) ion 8-amino-3-[3-(ethenesulfonyl)phenyl]-2,4-dioxo-3-azatricyclo[7.3.1.05,13]trideca-1(13),5,7,9,11-pentaene-7,11-disulfonate

• ChemBase ID: 132996
• Molecular Formular: C20H12Li2N2O10S3
• Molecular Mass: 550.39368
• Monoisotopic Mass: 549.99741669
• SMILES: [Li+].[Li+].C=CS(=O)(=O)c1cccc(c1)n1c(=O)c2cc(cc3c2c(cc(c3N)S(=O)(=O)[O-])c1=O)S(=O)(=O)[O-]
• Canonical SMILES: C=CS(=O)(=O)c1cccc(c1)n1c(=O)c2cc(cc3c2c(c1=O)cc(c3N)S(=O)(=O)[O-])S(=O)(=O)[O-].[Li+].[Li+]
• InChI: InChI=1S/C20H14N2O10S3.2Li/c1-2-33(25,26)11-5-3-4-10(6-11)22-19(23)14-8-12(34(27,28)29)7-13-17(14)15(20(22)24)9-16(18(13)21)35(30,31)32;;/h2-9H,1,21H2,(H,27,28,29)(H,30,31,32);;/q;2*+1/p-2
• InChIKey: PSJNJVOFDDMXDP-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: dilithium(1+) ion 8-amino-3-[3-(ethenesulfonyl)phenyl]-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene-7,11-disulfonate; dilithium(1+) ion 8-amino-3-[3-(ethenesulfonyl)phenyl]-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(12),5,7,9(13),10-pentaene-7,11-disulfonate
• IUPAC Traditional name: dilithium(1+) ion 8-amino-3-[3-(ethenesulfonyl)phenyl]-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(13),5,7,9,11-pentaene-7,11-disulfonate; dilithium(1+) ion 8-amino-3-[3-(ethenesulfonyl)phenyl]-2,4-dioxo-3-azatricyclo[7.3.1.0^5,^1^3]trideca-1(12),5,7,9(13),10-pentaene-7,11-disulfonate
• Synonyms: 4-Amino-N-(3-[vinylsulfonyl]phenyl)naphthalimide-3,6-disulfonate dilithium salt; Dilithium 4-amino-N-[3-(vinylsulfonyl)phenyl]naphthalimide-3,6-disulfonate; Lucifer Yellow VS dilithium salt

Database IDs

• CAS Number: 71231-14-6
• MDL Number: MFCD00009775
• Beilstein Number: 5226753
• PubChem SID: 162227273; 24896344
• PubChem CID: 6097194

CALCULATED PROPERTIES

• Acid pKa: -5.381277
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): -4.08272
• LogD (pH = 7.4): -4.0827193
• Log P: -3.6666374
• Molar Refractivity: 121.6815 cm^3
• Polarizability: 49.51841 Å^3
• Polar Surface Area: 211.94 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 427 nm
• Fluorescence: λex 428 nm; λem 536 nm in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ~85%; ≥90% (HPLC)
• Grade: for fluorescence
• Compostion: Dye content, 85%
• Empirical Formula (Hill Notation): C20H12Li2N2O10S3

DETAILS

Sigma Aldrich - L3510

包装
25, 100 mg in glass bottle

Sigma Aldrich - 862053

Packaging
10, 100 mg in glass bottle

Sigma Aldrich - 62644

Other Notes
Highly fluorescent dye. Labels proteins rapidly and covalently under mild conditions1