sodium 2-[(1E,3E,5E)-7-[(2Z)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium

• ChemBase ID: 72821
• Molecular Formular: C43H47N2NaO6S2
• Molecular Mass: 774.96285
• Monoisotopic Mass: 774.27732352
• SMILES: C1(=[N+](c2c(C1(C)C)c1c(cc2)cccc1)CCCCS(=O)(=O)[O-])/C=C/C=C/C=C/C=C/1\N(c2c(C1(C)C)c1c(cc2)cccc1)CCCCS(=O)(=O)[O-].[Na+]
• Canonical SMILES: CC1(C)c2c3ccccc3ccc2[N+](=C1/C=C/C=C/C=C/C=C/1\N(CCCCS(=O)(=O)[O-])c2c(C1(C)C)c1ccccc1cc2)CCCCS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C43H48N2O6S2.Na/c1-42(2)38(44(28-14-16-30-52(46,47)48)36-26-24-32-18-10-12-20-34(32)40(36)42)22-8-6-5-7-9-23-39-43(3,4)41-35-21-13-11-19-33(35)25-27-37(41)45(39)29-15-17-31-53(49,50)51;/h5-13,18-27H,14-17,28-31H2,1-4H3,(H-,46,47,48,49,50,51);/q;+1/p-1
• InChIKey: MOFVSTNWEDAEEK-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-[(1E,3E,5E)-7-[(2Z)-1,1-dimethyl-3-(4-sulfonatobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium; sodium 2-{7-[1,1-dimethyl-3-(4-sulfonatobutyl)-1H,2H,3H-benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl}-1,1-dimethyl-3-(4-sulfonatobutyl)-1H-benzo[e]indol-3-ium
• IUPAC Traditional name: sodium 2-{7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl}-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium; sodium 2-[(1E,3E,5E)-7-[(2Z)-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl]-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium; potassium 2-{7-[1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-2-ylidene]hepta-1,3,5-trien-1-yl}-1,1-dimethyl-3-(4-sulfonatobutyl)benzo[e]indol-3-ium
• Synonyms: IR-125; Foxgreen; Indocyanine green; Cardiogreen; Indocyanine green; IC Green; Indocyanine green; Cardiogreen; 靛氰绿; 靛花青绿; 吲哚菁绿; 吲哚菁绿; 福氏绿; 心脏绿

Database IDs

• CAS Number: 3599-32-4
• EC Number: 222-751-5
• MDL Number: MFCD00013078
• Beilstein Number: 4115884
• PubChem SID: 24853143; 162037742
• PubChem CID: 5282412

CALCULATED PROPERTIES

• Acid pKa: -0.93569994
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 4.9184217
• LogD (pH = 7.4): 4.9059205
• Log P: 6.053551
• Molar Refractivity: 228.8831 cm^3
• Polarizability: 85.99947 Å^3
• Polar Surface Area: 120.65 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 775 nm

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• RTECS: DE3150000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: Dye Content ~90%
• Grade: for microscopy
• Salt Data: Sodium Salt
• Compostion: Dye content, 80%
• Empirical Formula (Hill Notation): C43H47N2NaO6S2

DETAILS

MP Biomedicals - 02155020

(Cardiogreen) Dye content: ~ 90%

Selleck Chemicals - S1924

Research Area: Cancer
Biological Activity:
Indocyanine green(Cardiogreen) is a cyanine dye used in medical diagnostics. It is used for determining cardiac output, hepatic function, and liver blood flow,and for ophthalmic angiography. It has a peak spectral absorption at about 800 nm. These infrared frequencies penetrate retinal layers, allowing ICG angiography to image deeper patterns of circulation than Fluorescein angiography. ICG binds tightly to plasma proteins and becomes confined to the vascular system. ICG has a half-life of 150 to 180 seconds and is removed from circulation exclusively by the liver to bile juice. [1]

Sigma Aldrich - 228869

Application
IR laser dye.

Sigma Aldrich - 21980

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Other Notes
A diagnostic aid in the determination of hepatic function1

REFERENCES

• Paques M., et al., Arch Ophthalmol, 121(3): 367-370, (2003).
• http://en.wikipedia.org/wiki/Indocyanine_green