3-oxo-3H-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-5-carboxylic acid; 3-oxo-3H-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-6-carboxylic acid

• ChemBase ID: 155958
• Molecular Formular: C66H60N4O10
• Molecular Mass: 1069.2034
• Monoisotopic Mass: 1068.43094414
• SMILES: c1cc2c(cc1C(=O)O)C1(c3cc4c5c(c3Oc3c1cc1c6c3CCCN6CCC1)CCCN5CCC4)OC2=O.c1cc2c(cc1C(=O)O)C(=O)OC12c2cc3c4c(c2Oc2c1cc1c5c2CCCN5CCC1)CCCN4CCC3
• Canonical SMILES: OC(=O)c1ccc2c(c1)C1(OC2=O)c2cc3CCCN4c3c(c2Oc2c1cc1CCCN3c1c2CCC3)CCC4.OC(=O)c1ccc2c(c1)C(=O)OC12c2cc3CCCN4c3c(c2Oc2c1cc1CCCN3c1c2CCC3)CCC4
• InChI: InChI=1S/2C33H30N2O5/c36-31(37)20-9-10-24-23(15-20)32(38)40-33(24)25-16-18-5-1-11-34-13-3-7-21(27(18)34)29(25)39-30-22-8-4-14-35-12-2-6-19(28(22)35)17-26(30)33;36-31(37)20-9-10-21-24(17-20)33(40-32(21)38)25-15-18-5-1-11-34-13-3-7-22(27(18)34)29(25)39-30-23-8-4-14-35-12-2-6-19(28(23)35)16-26(30)33/h2*9-10,15-17H,1-8,11-14H2,(H,36,37)
• InChIKey: KLNOCCPJAOCRHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-oxo-3H-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-5-carboxylic acid; 3-oxo-3H-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-6-carboxylic acid
• IUPAC Traditional name: 3-oxo-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-5-carboxylic acid; 3-oxo-3'-oxa-9',23'-diazaspiro[2-benzofuran-1,16'-heptacyclo[17.7.1.1^5,^9.0^2,^1^7.0^4,^1^5.0^2^3,^2^7.0^1^3,^2^8]octacosane]-1',4'(15'),5'(28'),13',17',19'(27')-hexaene-6-carboxylic acid
• Synonyms: 5(6)-Carboxy-X-rhodamine

Database IDs

• CAS Number: 198978-94-8
• PubChem SID: 162250096
• PubChem CID: 71312245

CALCULATED PROPERTIES

• Acid pKa: 3.6316
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.341424
• LogD (pH = 7.4): 2.9385898
• Log P: 5.3812428
• Molar Refractivity: 155.0141 cm^3
• Polarizability: 56.672226 Å^3
• Polar Surface Area: 79.31 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ≥250 °C(lit.)
• Fluorescence: λex 570 nm; λem ~595 nm in 0.1 M Tris pH 8.0

Safety Information

• 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

• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C33H30N2O5

DETAILS

Sigma Aldrich - 21965

Analysis Note
partially soluble in methanol, 0.1 M Tris pH 8.0