7',19'-dihydroxy-3H-2'-oxaspiro[2-benzofuran-1,13'-pentacyclo[12.8.0.03,12.04,9.017,22]docosane]-1'(22'),3',5',7',9',11',14',16',18',20'-decaen-3-one

• ChemBase ID: 155986
• Molecular Formular: C28H16O5
• Molecular Mass: 432.42364
• Monoisotopic Mass: 432.09977361
• SMILES: c1ccc2c(c1)C(=O)OC12c2ccc3cc(ccc3c2Oc2c1ccc1c2ccc(c1)O)O
• Canonical SMILES: Oc1ccc2c(c1)ccc1c2Oc2c3ccc(cc3ccc2C21OC(=O)c1c2cccc1)O
• InChI: InChI=1S/C28H16O5/c29-17-7-9-19-15(13-17)5-11-23-25(19)32-26-20-10-8-18(30)14-16(20)6-12-24(26)28(23)22-4-2-1-3-21(22)27(31)33-28/h1-14,29-30H
• InChIKey: IXQIUDNVFVTQLJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7',19'-dihydroxy-3H-2'-oxaspiro[2-benzofuran-1,13'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(22'),3',5',7',9',11',14',16',18',20'-decaen-3-one
• IUPAC Traditional name: 7',19'-dihydroxy-2'-oxaspiro[2-benzofuran-1,13'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(22'),3',5',7',9',11',14',16',18',20'-decaen-3-one
• Synonyms: Naphthofluorescein

Database IDs

• CAS Number: 61419-02-1
• MDL Number: MFCD00329026
• Beilstein Number: 61335
• PubChem SID: 24886081; 162250124
• PubChem CID: 3124834

CALCULATED PROPERTIES

• Acid pKa: 9.445612
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.859247
• LogD (pH = 7.4): 5.8554187
• Log P: 5.8592963
• Molar Refractivity: 124.1205 cm^3
• Polarizability: 49.450375 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble; H2O: soluble (pH ≥ 8)
• Melting Point: 189 °C (dec.)(lit.)
• pKa: 7.6
• Fluorescence: λex 594 nm; λem 663 nm in 0.1 M Tris pH 9.0

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
• Empirical Formula (Hill Notation): C28H16O5
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 70420

Application
suitable as pH-indicator
Other Notes
Reference standard. Long-wavelength pH-dependent spectra1