10',16'-bis(acetyloxy)-3-oxo-3H-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.03,12.04,9.017,22]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-5-carboxylic acid; 10',16'-bis(acetyloxy)-3-oxo-3H-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.03,12.04,9.017,22]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-6-carboxylic acid

• ChemBase ID: 156233
• Molecular Formular: C66H40O18
• Molecular Mass: 1121.013
• Monoisotopic Mass: 1120.22146444
• SMILES: CC(=O)Oc1cc2c(c3c1cccc3)C1(c3ccc(cc3C(=O)O1)C(=O)O)c1c3ccccc3c(cc1O2)OC(=O)C.CC(=O)Oc1cc2c(c3c1cccc3)C1(c3cc(ccc3C(=O)O1)C(=O)O)c1c3ccccc3c(cc1O2)OC(=O)C
• Canonical SMILES: CC(=O)Oc1cc2Oc3cc(OC(=O)C)c4c(c3C3(c2c2c1cccc2)OC(=O)c1c3cc(cc1)C(=O)O)cccc4.CC(=O)Oc1cc2Oc3cc(OC(=O)C)c4c(c3C3(c2c2c1cccc2)OC(=O)c1c3ccc(c1)C(=O)O)cccc4
• InChI: InChI=1S/2C33H20O9/c1-16(34)39-25-14-27-29(21-9-5-3-7-19(21)25)33(24-12-11-18(31(36)37)13-23(24)32(38)42-33)30-22-10-6-4-8-20(22)26(40-17(2)35)15-28(30)41-27;1-16(34)39-25-14-27-29(21-9-5-3-7-19(21)25)33(24-13-18(31(36)37)11-12-23(24)32(38)42-33)30-22-10-6-4-8-20(22)26(40-17(2)35)15-28(30)41-27/h2*3-15H,1-2H3,(H,36,37)
• InChIKey: GTPPESMYSHGCEJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10',16'-bis(acetyloxy)-3-oxo-3H-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-5-carboxylic acid; 10',16'-bis(acetyloxy)-3-oxo-3H-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-6-carboxylic acid
• IUPAC Traditional name: 10',16'-bis(acetyloxy)-3-oxo-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-5-carboxylic acid; 10',16'-bis(acetyloxy)-3-oxo-13'-oxaspiro[2-benzofuran-1,2'-pentacyclo[12.8.0.0^3,^1^2.0^4,^9.0^1^7,^2^2]docosane]-1'(14'),3',5',7',9',11',15',17',19',21'-decaene-6-carboxylic acid
• Synonyms: 5(6)-Carboxynaphthofluorescein diacetate

Database IDs

• CAS Number: 163831-68-3
• MDL Number: MFCD16661193
• PubChem SID: 162250371
• PubChem CID: 71312282

CALCULATED PROPERTIES

• Acid pKa: 3.832686
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.667899
• LogD (pH = 7.4): 2.0914655
• Log P: 5.338532
• Molar Refractivity: 149.6797 cm^3
• Polarizability: 59.373474 Å^3
• Polar Surface Area: 125.43 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble
• Fluorescence: λex 602 nm; λem 672 nm in 0.1 M Tris pH 9.0 (esterase)

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
• Storage Temperature: -20°C

Product Information

• Purity: ≥90.0% (HPCE)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C33H20O9

DETAILS

Sigma Aldrich - 21929

Application
suitable as fluorogenic substrate for esterases